1217-89-6|1-Benzylindoline-2,3-dione| Ambeed

Purity	Size	Price	VIP Price	USA Stock *0-1 Day	Global Stock *5-7 Days	Quantity
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Yield	Reaction Conditions	Operation in experiment
20%	at 70℃; for 12 h;	To a 10-mL oven-dried vial containing a magnetic stirring bar, isatin 2a (35.6 mg,0.15 mmol), and PhCF3 (1.0 mL), was added a solution of diazo compound 1a (52.6mg, 0.3 mmol) in PhCF3 (1.0 mL) via a syringe pump in 50 min at 90 oC. After the addition, the reaction mixture was monitored by proton NMR after the solvent was evaporated in vacuo at different reaction times (the time including the 50 min for the addition of 1a)

1
[ 6414-69-3 ]
[ 1217-89-6 ]
[ 94905-45-0 ]
[ 94005-49-9 ]

Reference： [1]Chemische Berichte,1962,vol. 95,p. 1138 - 1143

2
[ 1217-89-6 ]
[ 4835-96-5 ]
[ 2517-04-6 ]
[ 137441-55-5 ]

Reference： [1]Tetrahedron Letters,1991,vol. 32,p. 5417 - 5420

3
[ 1217-89-6 ]
[ 151-50-8 ]
[ 517-21-5 ]
[ 88776-52-7 ]

Reference： [1]Pharmazie,1983,vol. 38,p. 585 - 586

4
[ 1217-89-6 ]
[ 105-39-5 ]
[ 121195-60-6 ]
[ 27018-76-4 ]

Reference： [1]Journal of Heterocyclic Chemistry,1988,vol. 25,p. 1905 - 1909
[2]Journal of Heterocyclic Chemistry,1988,vol. 25,p. 1905 - 1909

5
[ 100643-27-4 ]
[ 1217-89-6 ]
[ 1138348-14-7 ]

Reference： [1]Tetrahedron,2009,vol. 65,p. 2005 - 2009

6
[ 1217-89-6 ]
[ 504-02-9 ]
[ 1194-22-5 ]
[ 1246222-55-8 ]

Reference： [1]Journal of Heterocyclic Chemistry,2010,vol. 47,p. 967 - 972

7
[ 1217-89-6 ]
[ 126-81-8 ]
[ 1194-22-5 ]
[ 1246222-46-7 ]

Reference： [1]Journal of Heterocyclic Chemistry,2010,vol. 47,p. 967 - 972

8
[ 1217-89-6 ]
[ 79878-27-6 ]
[ 1253047-28-7 ]

Yield	Reaction Conditions	Operation in experiment
55%	With acetic acid; In ethanol;Reflux;	A synthesis of Schiff's bases of isatin derivative and carbohydrzide of nalidixic acid to result in compounds according to formula (I) can be conducted as follows:; A stirred mixture of appropriate isatin derivative (compound II, 0.5 mmol) and carbohydrazide of nalidixic acid (compound III 0.12 g, 0.5 mmol) in ethanol as acidified with 4 drops of glacial acetic acid is refluxed for a specific time (4-13 hours), and the reaction progress is monitored by thin layer chromatography (TLC). The reaction mixture is then concentrated, cooled and filtered. The filtrate is either crystallized by an appropriate solvent or washed thoroughly with ethanol.A compound according to formula (I) with RH and R1H (N'-(1-benzyl-2-oxoindolin-3-ylidene)-1-ethyl-1,4-dihydro-7-methyl-4-oxo-1,8-naphthyridine-3-carbohydrazid was prepared and the following analytical data was received:Yield: 55%; m.p. 292 C. (from DCM). IRvmax/cm-1 1441.03 (N-N), 1466.24, 1489.30 (C-N), 1510.87, 1541.11 (CN), 1611.46, 1679.65 (CO amidic), 2926.03 (C-H aliphatic), 3058.36 (C-H aromatic), 3446.27 (N-H). 1H NMR deltaH(CDCl3) 1.58 (3H, t, J=6,5, N1'CH2CH3), 2.73 (3H, s, C7'CH3), 4.63 (2H, q, J=7.5, N1'CH2CH3), 5.08 (2H, s, N1CH2ph), 6.76 (1H, d, J, =8, C7H), 7.12 (1H, t, J=7.5, C5H), 7.29-7.39 (7H, m, C4H, C6H and phenyl protons), 7.93 (1H, d, J=7.5, C6'H), 8.88 (1H, d, J=8.5, C5'H), 9.07 (1H, s, C2'H), 15.42 (1H, s, CONH). 13C NMR deltaC (DMSO-d6): 15.38 (N1'CH2CH3), 25.19 (C7'CH3), 43.44 (N1CH2ph). 47.07 (N1'CH2CH3), 110.03 (C7), 110.94 (C5'), 120.01 (C3a), 120.37 (C6'), 121.43 (CO, 121.92 (C5), 122.27 (C4), 127.39, 127.83, 128.93, 132.68, 135.73, 135.84 (phenyl carbons), 131.39 (C3'), 136.45 (C3), 137.69 (C6), 144.03 (C2'), 148.48 (C8a'), 149.37 (C7a), 163.12 (C2), 163.72 (C7'), 164,24 (C9'), 176.55 (C4'). MS m/z(%): 43.8 (100%), 90.7 (1.21%), 103.0 (6.91%), 104.1 (8.54%), 117.0 (7.58%), 131.2 (0.78%), 132.8 (22.71%), 145.8 (3.19%), 159.8 (8.66%), 173.1 (1.85%), 188.4 (2.32%), 201.9 (1.30%), 210.2 (6.92%), 214.5 (1.80%), 230.3 (1.16%), 231.4 (0.99%), 238.7 (0.54%), 246.8 (22.17%), 332.2 (3.31%), 346.2 (2.25%), 464.6 (0.45%), 465.8 (2,71%), 466.9 (2.25%).

Reference： [1]European Journal of Medicinal Chemistry,2010,vol. 45,p. 4578 - 4586
[2]Patent: US2012/259119,2012,A1 .Location in patent: Page/Page column 2

9
[ 1217-89-6 ]
[ 937-41-7 ]
[ 1263090-12-5 ]
[ 1295592-92-5 ]

Yield	Reaction Conditions	Operation in experiment
		General procedure: To a solution of phosphinothiourea 1b (0.02 mmol) in THF (1.0 mL) was added acrylate (0.4 mmol) at 0 C. After 10 min stirring at this temperature, isatin (0.2 mmol) was added. The reaction mixture was stirred at 0 C (monitoring by TLC). Then the resulting solution was concentrated under reduced pressure and the residue was purified by a flash column chromatography on silica gel to afford the desired adducts and the ee values were determined by HPLC analysis with chiral column.

Reference： [1]Chemistry - A European Journal,2010,vol. 16,p. 13617 - 13621
[2]Tetrahedron,2011,vol. 67,p. 2974 - 2978

10
[ 1217-89-6 ]
[ 353-07-1 ]
C₁₈H₁₆N₄O [ No CAS ]

Reference： [1]Organic Letters,2011,vol. 13,p. 4124 - 4127

11
[ 100643-27-4 ]
[ 1217-89-6 ]
[ 126-81-8 ]
2'-amino-1-benzyl-8',8'-dimethyl-8',9'-dihydro-3'H-spiro[indoline-3,5'-pyrimido[4,5-b]quinoline]-2,4',6'(7'H,10'H)-trione [ No CAS ]

Reference： [1]Journal of Heterocyclic Chemistry,2011,vol. 48,p. 1014 - 1018

12
[ 765-58-2 ]
[ 1217-89-6 ]
[ 1351204-97-1 ]

Yield	Reaction Conditions	Operation in experiment
95%	Stage #1: 2-bromo-5-methyl thiophene With magnesium In tetrahydrofuran Inert atmosphere; Stage #2: 1-benzylisatin In tetrahydrofuran at 0℃; for 1h; Inert atmosphere; Stage #3: With ammonium chloride In tetrahydrofuran; water Inert atmosphere;

Reference： [1]Trost, Barry M.; Xie, Jia; Sieber, Joshua D. [Journal of the American Chemical Society, 2011, vol. 133, # 50, p. 20611 - 20622]

13
[ 3476-86-6 ]
[ 1217-89-6 ]
[ 5680-79-5 ]
C₃₃H₂₆FN₃O₄ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
79%	With triethylamine; In methanol; at 60℃; for 3.0h;	General procedure: A mixture of isatin (0.1 mmol), methyl glycinate 2a (1.0 eq.), methyleneindolinone 3a (1.0 eq.), Et3N (1.0 eq.), in methanol (1.0 mL) was stirred for 3 h at 60 C. After completion of the reaction (TLC), the solvent was removed under vacuum. The crude product was subjected to column chromatography on silica gel using pet/ethyl acetate (2:1) as the eluent to give 4a (43.4 mg, 99% yield).

Reference： [1]Tetrahedron Letters,2012,vol. 53,p. 2336 - 2340

14
[ 1217-89-6 ]
[ 68014-21-1 ]
[ 1373942-84-7 ]

Yield	Reaction Conditions	Operation in experiment
93%	In 1,4-dioxane Inert atmosphere; Reflux;
	In 1,4-dioxane for 6h; Reflux;
	In toluene for 10h; Sealed tube;

	In 1,4-dioxane Reflux; Inert atmosphere;
	In 1,4-dioxane Reflux; Inert atmosphere;
	In 1,4-dioxane for 12h; Reflux;
	In 1,4-dioxane at 120℃; for 12h;
	In 1,4-dioxane Inert atmosphere; Reflux;
	Reflux; Inert atmosphere;
	In 1,4-dioxane for 18h; Reflux; Inert atmosphere;
	In 1,4-dioxane Inert atmosphere; Reflux;
	In 1,4-dioxane Reflux; Inert atmosphere;
	In toluene for 24h; Reflux; Inert atmosphere;

Reference： [1]Yan, Wenjin; Wang, Dong; Feng, Jingchao; Li, Peng; Zhao, Depeng; Wang, Rui [Organic Letters, 2012, vol. 14, # 10, p. 2512 - 2515]
[2]Feng, Jingchao; Yan, Wenjin; Wang, Dong; Li, Peng; Sun, Quantao; Wang, Rui [Chemical Communications, 2012, vol. 48, # 64, p. 8003 - 8005]
[3]Liu, Yun-Lin; Zhou, Jian [Chemical Communications, 2013, vol. 49, # 39, p. 4421 - 4423]
[4]Holmquist, Melireth; Blay, Gonzalo; Pedro, José R. [Chemical Communications, 2014, vol. 50, # 66, p. 9309 - 9312]
[5]Nakamura, Shuichi; Takahashi, Shun [Organic Letters, 2015, vol. 17, # 11, p. 2590 - 2593]
[6]Holmquist, Melireth; Blay, Gonzalo; Muñoz, M. Carmen; Pedro, José R. [Advanced Synthesis and Catalysis, 2015, vol. 357, # 18, p. 3857 - 3862]
[7]Zhao, Hong-Wu; Li, Bo; Pang, Hai-Liang; Tian, Ting; Chen, Xiao-Qin; Song, Xiu-Qing; Meng, Wei; Yang, Zhao; Zhao, Yu-Di; Liu, Yue-Yang [Organic Letters, 2016, vol. 18, # 4, p. 848 - 851]
[8]Kaur, Jasneet; Kumari, Anita; Bhardwaj, Vimal K.; Chimni, Swapandeep Singh [Advanced Synthesis and Catalysis, 2017, vol. 359, # 10, p. 1725 - 1734]
[9]Hajra, Saumen; Jana, Bibekananda [Organic Letters, 2017, vol. 19, # 18, p. 4778 - 4781]
[10]Hajra, Saumen; Laskar, Sujay; Jana, Bibekananda [Chemistry - A European Journal, 2019, vol. 25, # 64, p. 14688 - 14693]
[11]Current Patent Assignee: HANGZHOU YIKANG NEW MAT - CN110408235, 2019, A Location in patent: Paragraph 0064
[12]Liu, Hui; Yan, Yingkun; Li, Min; Zhang, Xiaomei [Organic and Biomolecular Chemistry, 2021, vol. 19, # 17, p. 3820 - 3824]
[13]Anugu, Naveenkumar; Golla, Sivaparwathi; Jalagam, Swathi; Kokatla, Hari Prasad [Organic and Biomolecular Chemistry, 2022, vol. 20, # 4, p. 808 - 816]
[14]Yoshida, Yasushi; Fujimura, Tappei; Mino, Takashi; Sakamoto, Masami [Advanced Synthesis and Catalysis, 2022, vol. 364, # 6, p. 1091 - 1097]

15
[ 1217-89-6 ]
[ 55499-43-9 ]
C₂₃H₂₁NO₂ [ No CAS ]
C₂₃H₂₁NO₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With C57H70NOP; palladium diacetate; beta-naphthol; potassium hydroxide; In tetrahydrofuran; at 20℃; for 48h;	General procedure: A solution of Pd (OAc)2 (2.25 mg, 0.01 mmol) and (Sa,S)-8g(9.78 mg, 0.012 mmol) in THF (1.0 mL) was stirred for 30 min atroom temperature. KOH (11.2 mg, 0.2 mmol), isatins (0.20 mmol),arylboronic acids (0.4 mmol) and additives (0.03 mmol) were addedsuccessively with additional THF (1.0 mL). The resulting mixturewas stirred for 48 h at room temperature. Then the solvent wasremoved under vacuum and the residue was purified by flash columnchromatography using silica gel with ethyl acetate/petroleumether as eluent.

Reference： [1]Applied Catalysis A: General,2013,vol. 458,p. 201 - 206

16
[ 1217-89-6 ]
[ 156641-98-4 ]
C₂₆H₂₁NO₃ [ No CAS ]
C₂₆H₂₁NO₃ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With C57H70NOP; palladium diacetate; beta-naphthol; potassium hydroxide; In tetrahydrofuran; at 20℃; for 48h;	General procedure: A solution of Pd (OAc)2 (2.25 mg, 0.01 mmol) and (Sa,S)-8g(9.78 mg, 0.012 mmol) in THF (1.0 mL) was stirred for 30 min atroom temperature. KOH (11.2 mg, 0.2 mmol), isatins (0.20 mmol),arylboronic acids (0.4 mmol) and additives (0.03 mmol) were addedsuccessively with additional THF (1.0 mL). The resulting mixturewas stirred for 48 h at room temperature. Then the solvent wasremoved under vacuum and the residue was purified by flash columnchromatography using silica gel with ethyl acetate/petroleumether as eluent.

Reference： [1]Applied Catalysis A: General,2013,vol. 458,p. 201 - 206

17
[ 62882-02-4 ]
[ 14369-81-4 ]
[ 1217-89-6 ]
C₃₀H₂₅ClN₂O₄ [ No CAS ]
C₃₀H₂₅ClN₂O₄ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In dichloromethane; at 20℃; for 24h;Mechanism;	General procedure: Under ambient atmosphere, isatin 1 or 50% ethyl glyoxalate in toluene (0.2 mmol), allenoate 2 (0.4 mmol) and isoquinoline 3 (0.4 mmol) were stirred in 1.0 mL of DCM at room temperature until the reaction was completed. The solvent was removed under reduced pressure and the residue was purified by a flash column chromatography (SiO2) to give the corresponding products 4a-4m in medium yields.

Reference： [1]Tetrahedron,2013,vol. 69,p. 9205 - 9211

18
[ 1217-89-6 ]
[ 7396-44-3 ]
[ 1376631-49-0 ]

Reference： [1]Tetrahedron Letters,2013,vol. 54,p. 7119 - 7123

19
[ 1217-89-6 ]
[ 7396-44-3 ]
(±)-(trans)-benzyl 1-benzyl-2-oxospiro[indoline-3,2'-oxirane]-3'-carboxylate [ No CAS ]

Reference： [1]Tetrahedron Letters,2013,vol. 54,p. 7119 - 7123

20
[ 14369-81-4 ]
[ 1217-89-6 ]
[ 14019-62-6 ]
[ 1590380-28-1 ]

Reference： [1]Chemistry - A European Journal,2014,vol. 20,p. 1711 - 1719

21
[ 835-45-0 ]
[ 1217-89-6 ]
C₂₇H₁₉N₃O₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
35%	With ammonium acetate; at 200℃; for 1h;Microwave irradiation; Molecular sieve; Green chemistry;	General procedure: To a 10-mL snap-cap microwave reaction vial, equipped with a magnetic stir bar and about 200 mg of activated 3Å molecular sieves, ethyl 4-(1H-indole-3-yl)-4-oxobutanoate (0.10 g, 0.4 mmol), isatin (0.070 g, 0.47 mmol), anhydrous ammonium acetate (0.126 g, 1.6 mmol), and polyethylene glycol (PEG-200, 3mL) were added. The reaction mixture was heated at 200 C (power = 200 W) in the microwave for 1 hour. Once cooled, the resulting mixture was quenched over 20 mL of ice water and the organics were extracted in ethyl acetate (2 x 20 mL) and washed with brine (2 x20 mL). The organics were dried over MgSO4, and concentrated under reduced pressure to a dark purple solid. The crude product was purified by silica column chromatography (20% to 50% EtOAc in hexanes, gradient)

Reference： [1]Tetrahedron Letters,2014,vol. 55,p. 2609 - 2611

22
[ 767-91-9 ]
[ 1217-89-6 ]
[ 1621167-94-9 ]

Yield	Reaction Conditions	Operation in experiment
95%	With copper(l) iodide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In toluene; at 25℃; for 0.0833333h;Inert atmosphere;	General procedure: To a stirred mixture of 1-benzyl-1H-indole-2,3-dione (1a, 0.25 g,1.05 mmol), CuI (0.01 g, 0.05 mmol, 0.05 equiv), and phenylacetylene (2a, 0.11 g, 1.11 mmol, 1.05 equiv) in anhyd toluene (2 mL), DBU (0.032 g, 0.21 mmol, 0.2 equiv) was added at 25 C under a N2 atmosphere. Stirring was continued at this temperature until the starting material was completely consumed (TLC monitoring). After completion, the mixture was quenched with sat. aq NH4Cl (2mL) and extracted with EtOAc (2 × 5 mL). The combined organic layers were dried (anhyd Na2SO4) and evaporated under reduced pressure to dryness. The crude product thus obtained was purified by column chromatography (activated silica gel, 60-120 mesh, hexane-EtOAc) to afford pure 3aa as a white solid; yield: 0.35 g (97%); mp 177-179 C.

Reference： [1]ChemCatChem,2016,vol. 8,p. 209 - 213
[2]Synthesis,2014,vol. 46,p. 195 - 202

23
[ 1217-89-6 ]
[ 704-41-6 ]
[ 1621167-96-1 ]

Yield	Reaction Conditions	Operation in experiment
96%	With copper(l) iodide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In toluene; at 25℃; for 0.0833333h;Inert atmosphere;	General procedure: To a stirred mixture of 1-benzyl-1H-indole-2,3-dione (1a, 0.25 g,1.05 mmol), CuI (0.01 g, 0.05 mmol, 0.05 equiv), and phenylacetylene (2a, 0.11 g, 1.11 mmol, 1.05 equiv) in anhyd toluene (2 mL), DBU (0.032 g, 0.21 mmol, 0.2 equiv) was added at 25 C under a N2 atmosphere. Stirring was continued at this temperature until the starting material was completely consumed (TLC monitoring). After completion, the mixture was quenched with sat. aq NH4Cl (2mL) and extracted with EtOAc (2 × 5 mL). The combined organic layers were dried (anhyd Na2SO4) and evaporated under reduced pressure to dryness. The crude product thus obtained was purified by column chromatography (activated silica gel, 60-120 mesh, hexane-EtOAc) to afford pure 3aa as a white solid; yield: 0.35 g (97%); mp 177-179 C.

Reference： [1]Synthesis,2014,vol. 46,p. 195 - 202

24
[ 1217-89-6 ]
[ 16642-79-8 ]
[ 1337551-93-5 ]
1'-benzyl-3-(4-nitrophenyl)-3H-spiro[furan-2,3'-indoline]-2',5(4H)-dione [ No CAS ]

Reference： [1]Chemistry - A European Journal,2015,vol. 21,p. 5355 - 5359

25
[ 1217-89-6 ]
[ 373-88-6 ]
1-benzyl-3-((2,2,2-trifluoroethyl)imino)indolin-2-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With toluene-4-sulfonic acid; In toluene;Heating;	General procedure: Isatin (10 mmol), <strong>[373-88-6]2,2,2-trifluoroethylamine hydrochloride</strong> (15 mmol) and p-toluenesulfonic acid (0.5mmol) were suspended in toluene (10 mL) in a two-neck flask with a water separator and a condenser.The mixture was then heated to separate the water until complete disappearance of the starting materials.After cooling to room temperature, the mixture was washed with a small quantity of saturated NaHCO3solution and dried by Na2SO4, After evaporation of the organic solvent, the crude residue was purified byflash chromatography (silica gel, hexane/EtOAc) and afforded the resulting ketimine.

Reference： [1]Chemical Communications,2015,vol. 51,p. 8789 - 8792
[2]Advanced Synthesis and Catalysis,2015,vol. 357,p. 3187 - 3196
[3]Heterocycles,2017,vol. 94,p. 879 - 893

26
[ 1123-49-5 ]
[ 1217-89-6 ]
1-benzyl-3-hydroxy-3-((3-methyl-4-nitroisoxazol-5-yl)methyl)indolin-2-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
97%	With 1,4-diaza-bicyclo[2.2.2]octane In water at 20℃; for 1.5h;
90%	In water at 50℃; for 0.75h; Green chemistry;
	In water at 60℃; for 2h;

In water at 50℃;

Reference： [1]Zhang, Yong; Wei, Biao-Wen; Lin, Hui; Zhang, Ling; Liu, Jin-Xiang; Luo, Hai-Qing; Fan, Xiao-Lin [Green Chemistry, 2015, vol. 17, # 6, p. 3266 - 3270]
[2]Nagaraju, Sakkani; Satyanarayana, Neeli; Paplal, Banoth; Vasu, Anuji K.; Kanvah, Sriram; Kashinath, Dhurke [RSC Advances, 2015, vol. 5, # 100, p. 81768 - 81773]
[3]Nagaraju, Sakkani; Sathish, Kota; Paplal, Banoth; Satyanarayana, Neeli; Kashinath, Dhurke [New Journal of Chemistry, 2019, vol. 43, # 35, p. 14045 - 14050]
[4]Kashinath, Dhurke; Nagaraju, Sakkani; Paplal, Banoth; Sathish, Kota; Satyanarayana, Neeli [Journal of Heterocyclic Chemistry, 2019]

27
[ 3189-22-8 ]
[ 1217-89-6 ]
1-benzyl-3-hydroxy-3-(7-methoxy-1H-indol-3-yl)indolin-2-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
87%	With potassium carbonate In water; N,N-dimethyl-formamide at 50℃; for 12h; Inert atmosphere;

Reference： [1]Zhang, Feng-Lian; Zhu, Xu; Chiba, Shunsuke [Organic Letters, 2015, vol. 17, # 12, p. 3138 - 3141]

28
[ 67-52-7 ]
[ 1217-89-6 ]
[ 5060-82-2 ]
1'-benzyl-2-methoxy-spiro[benzo[5,6]chromeno[2,3-d]pyrimidin-3',12-indoline]-2',9,11-[8H,10H]trione [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
94%	With [HMIm][HSO4] immobilized Fe3O4 on MCM-41-SO3H nanoparticles; In neat (no solvent); at 100℃; for 0.25h;	General procedure: A mixture of alpha or beta-naphtol (1 mmol), isatin derivatives (1 mmol),barbituric acid (1.2 mmol), and Fe3O4MCM-41-SO3H[HMIm][HSO4](0.08 g) was stirred at 100 C under solvent-free conditions. Thereaction products were monitored using thin-layer chromatography(TLC). After completion of the reaction, magnetic nanocompositeswere separated by a magnet (1.4 T), and the reaction mixture filteredoff. Then, 5 mL distilled waterwas added into the beaker and the obtainedprecipitatewas filtered off. Finally, the crude productswere recrystallizedby ethanol to give pure products.

Reference： [1]Journal of Molecular Liquids,2015,vol. 209,p. 617 - 624

29
[ 67-52-7 ]
[ 1217-89-6 ]
[ 604-44-4 ]
1'-benzyl-5-chloro-spiro[benzo[7,8]chromeno[2,3-d]pyrimidin-3',7-indoline]-2',8,10-[9H,11H]trione [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
92%	With [HMIm][HSO4] immobilized Fe3O4 on MCM-41-SO3H nanoparticles; In neat (no solvent); at 100℃; for 0.416667h;	General procedure: A mixture of alpha or beta-naphtol (1 mmol), isatin derivatives (1 mmol),barbituric acid (1.2 mmol), and Fe3O4MCM-41-SO3H[HMIm][HSO4](0.08 g) was stirred at 100 C under solvent-free conditions. Thereaction products were monitored using thin-layer chromatography(TLC). After completion of the reaction, magnetic nanocompositeswere separated by a magnet (1.4 T), and the reaction mixture filteredoff. Then, 5 mL distilled waterwas added into the beaker and the obtainedprecipitatewas filtered off. Finally, the crude productswere recrystallizedby ethanol to give pure products.

Reference： [1]Journal of Molecular Liquids,2015,vol. 209,p. 617 - 624

30
[ 1631-26-1 ]
[ 1217-89-6 ]
[ 128019-59-0 ]
(±)-tert-butyl (3R,3a'R,3b'S,9a'S)-1,2’-dibenzyl-1',2,3'-trioxo-2',3',3a',3b',4',6',7',9a'-octahydrospiro[indoline-3,9'-pyrrolo[3',4':3,4]pyrrolo[1,2-a]pyrazine]-5'(1'H)-carboxylate [ No CAS ]

Reference： [1]ChemMedChem,2015,vol. 10,p. 1672 - 1686

31
[ 941-69-5 ]
[ 1217-89-6 ]
[ 128019-59-0 ]
C₃₄H₃₄N₄O₅ [ No CAS ]

Reference： [1]ChemMedChem,2015,vol. 10,p. 1672 - 1686

32
[ 1217-89-6 ]
[ 504-02-9 ]
[ 604-44-4 ]
1'-benzyl-5-chloro-10,11-dihydrospiro[benzo[c]xanthene-7,3'-indoline]-2',8(9H)-dione [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
90%	With Fe3O4(at)MCM-41-SO3H(at)1-methylimidazolium hydrogen sulfate; In neat (no solvent); at 100℃; for 0.75h;	General procedure: A mixture of alpha or beta-naphthol (1 mmol), isatin derivatives (1 mmol), cyclic 1,3-dicabonyls (1.2 mmol), and Fe3O4MCM-41-SO3H[HMIm][HSO4] (0.08 g) was stirred at 100 C under solvent-free conditions. The reaction products were monitored using thin-layer chromatography (TLC). After completion of the reaction, magnetic nanocomposites were separated by a magnet (1.4 T), and the reaction mixture filtered off. Then, 5 mL distilled water was added into the beaker and the obtained precipitate was filtered off. Finally, the crude products were recrystallized by ethanol to give pure products.

Reference： [1]Dyes and Pigments,2016,vol. 125,p. 309 - 315

33
[ 1217-89-6 ]
[ 126-81-8 ]
[ 604-44-4 ]
1'-benzyl-5-chloro-10,10-dimethyl-10,11-dihydrospiro[benzo[c]xanthene-7,3'-indoline]-2',8(9H)-dione [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
85%	With Fe3O4(at)MCM-41-SO3H(at)1-methylimidazolium hydrogen sulfate; In neat (no solvent); at 100℃; for 0.75h;	General procedure: A mixture of alpha or beta-naphthol (1 mmol), isatin derivatives (1 mmol), cyclic 1,3-dicabonyls (1.2 mmol), and Fe3O4MCM-41-SO3H[HMIm][HSO4] (0.08 g) was stirred at 100 C under solvent-free conditions. The reaction products were monitored using thin-layer chromatography (TLC). After completion of the reaction, magnetic nanocomposites were separated by a magnet (1.4 T), and the reaction mixture filtered off. Then, 5 mL distilled water was added into the beaker and the obtained precipitate was filtered off. Finally, the crude products were recrystallized by ethanol to give pure products.

Reference： [1]Dyes and Pigments,2016,vol. 125,p. 309 - 315

34
[ 1217-89-6 ]
[ 19402-87-0 ]

Reference： [1]Angewandte Chemie - International Edition,2015,vol. 54,p. 15831 - 15835
Angew. Chem.,2015,vol. 127,p. 16057 - 16061,5
[2]Organic Letters,2018,vol. 20,p. 4759 - 4763

35
[ 1217-89-6 ]
[ 21198-18-5 ]
(Z)-2-(1-benzyl-2-oxoindolin-3-ylidene)-N-cyclohexylhydrazinecarbothioamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
83%	With acetic acid In methanol for 6h; Reflux;	3 Synthesis of ligands (L1-L3) General procedure: Step 2: N(4)-cyclohexylthiosemicarbazide (0.173 g, 0.001 mol)was dissolved in methanol (20 mL) and was added to the appropriateketone’s [1-(prop-2-yn-1-yl)indoline-2,3-dione (0.185 g, 0.001 mol); 1-allylindoline-2,3-dione (0.187 g, 0.001 mol) and 1-benzylindoline-2,3-dione (0.237 g, 0.001 mol)] dissolved in methanol(20 mL), reflux continuously for 6 h after a few drops of aceticacid. The yellow product formed was filtered off, washed with coldethanol, and dried in vacuo. It was recrystallized from CH3OH/C2H3N mixture (1:1) to get yellow colored crystals suitable for Xraystudies were obtained from slow evaporation of the reactionmixture for 10-15 days in all three cases.
79%	With acetic acid In ethanol at 75℃; for 3h;	3 Synthesis of benzylisatin substituted thiosemicarbazones (1-5) General procedure: The benzylisatin substituted thiosemicarbazones were synthesizedusing the standard procedure [16]. Unsubstituted/substitutedthiosemicarbazide (1 mmol) and benzyl isatin (1 mmol) weresuspended in ethanol (20 mL) containing a few drops of glacialacetic acid. The mixture was refluxed for 3 h and cooled to roomtemperature. The yellow product formed was filtered off, washedwith cold ethanol and ether, and dried in vacuo. It was recrystallizedfrom ethanol to get crystals of the title compounds.

Reference： [1]Muralisankar, Mathiyan; Sujith, Surendran; Bhuvanesh, Nattamai S.P.; Sreekanth, Anandaram [Polyhedron, 2016, vol. 118, p. 103 - 117]
[2]Haribabu; Subhashree; Saranya; Gomathi; Karvembu; Gayathri [Journal of Molecular Structure, 2016, vol. 1110, p. 185 - 195]

36
[ 1217-89-6 ]
[ 3179-08-6 ]
[ 100-46-9 ]
1-benzyl-3'-(4-hydroxyphenyl)-4'-nitro-5'-phenylspiro[indoline-3,2' pyrrolidin]-2-one [ No CAS ]

Reference： [1]New Journal of Chemistry,2016,vol. 40,p. 2225 - 2232

37
[ 2826-25-7 ]
[ 1217-89-6 ]
1'-benzyl-2'-oxo-3-(p-tolyl)spiro[cyclopropane-1,3'-indoline]-2,2-dicarbonitrile [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
65%	Stage #1: 2-(4-methylbenzylidene)malononitrile With Hexamethylphosphorous triamide In dichloromethane at -20℃; for 0.333333h; Stage #2: 1-benzylisatin In dichloromethane at -20 - 20℃; for 12h; diastereoselective reaction;	1 General procedure for the reaction of arylidene pivaloylacetonitrile with isatins General procedure: To a 50mL round flask was added arylidene malononitrile, or arylidene pivaloylacetonitrileor isatylidene malononitrile (1.05mmol) and dry methylene dichloride (10.0mL). The solution was cooled to about -20°C and P(NMe2)3 (1.05mmol) was added and the mixture was stirred for about 20min. Then, the solid of isatin (1.0mmol) was added in portions in about 10min. The solution was stirred at room temperature for about 12h. The solvent was evaporated at reduced pressure. The residue was titrated with methanol to give the crude solid, which was recrystallized in ethanol to give pure product for analysis.

Reference： [1]Qi, Wen-Jie; Han, Ying; Yan, Chao-Guo [Tetrahedron, 2016, vol. 72, # 33, p. 5057 - 5063]

38
[ 562-46-9 ]
[ 1217-89-6 ]
[ 106-49-0 ]
1'-benzyl-2,2,7-trimethyl-3,4-dihydro-1H-spiro[acridine-9,3'-indoline]-1,2'(2H,10H)-dione [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
94%	With 5,11,17,23-tetra-tert-butyl-25,26,27,28-tetracarboxymethoxycalix[4]arene; In water; at 80℃; for 12h;Green chemistry;	General procedure: Mixture of 1.0 equivalent of each of dimedone (1 mmol), N-allylisatin (1 mmol) and p-toluidine (1 mmol) were heated with stirring in presence of 5 mol% calixarene C4A4 in 3 ml of H2O. The completion of the reaction was indicated by the disappearance of the starting materials in thin layer chromatography. After completion of the reaction, the reaction mixture was filtered. The residue was further stirred with 1 ml water and filtered. The crude product was recrystallized from ethyl acetate. The two filtrate parts were taken together for further catalyst recycling purpose. The products were characterized by standard analytical techniques such as 1H & 13C NMR, FTIR, elemental analysis, melting point determination and all gave satisfactory results.

Reference： [1]Tetrahedron Letters,2016,vol. 57,p. S1 - S39

39
[ 76228-06-3 ]
[ 1217-89-6 ]
1-benzyl-3-hydroxy-3-[6-bromo-2,3-dihydro-quinolin-4-one-3-yl]indol-2-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
79%	With triethylamine; In ethanol; at 40℃; for 2h;	The 1-benzyl-isatin (2.37g, 10mmol) and 6-bromo -2,3-dihydro-quinolin-4-one (2.26g, 10mmol) is dissolved in Anhydrous ethanol (10 ml) in, then adding triethylamine (0.5 ml), heating the system to 40 C, stirring reaction 2h, the separated solid filtering, anhydrous ethanol (2×1 ml) washing, vacuum drying, to get the yellow solid 3.65g, yield 79%.

Reference： [1]Patent: CN103613580,2016,B .Location in patent: Paragraph 0083-0086

40
[ 21617-20-9 ]
[ 1217-89-6 ]
1-benzyl-3-hydroxy-3-[6-chloro-2,3-dihydro-quinolin-4-one-3-yl]indol-2-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
77%	With triethylamine; In ethanol; at 40℃; for 2h;	The 1-benzyl-isatin (2.37g, 10mmol) and 6-chloro -2,3-dihydro-quinolin-4-one (1.81g, 10mmol) is dissolved in Anhydrous ethanol (10 ml) in, then adding triethylamine (0.5 ml), heating the system to 40 C, stirring reaction 2h, the separated solid filtering, anhydrous ethanol (2×1 ml) washing, vacuum drying, to get the yellow solid 3.21g, yield 77%.

Reference： [1]Patent: CN103613580,2016,B .Location in patent: Paragraph 0087-0090

41
[ 769-26-6 ]
[ 1217-89-6 ]
1-benzyl-3-hydroxy-3-(mesitylethynyl)indolin-2-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
50%	With potassium tert-butylate; In toluene; at 20℃;Inert atmosphere;	General procedure: To a solution of an alkyne 2 (1.2 equiv) in anhydrous toluene (3 mL) under an argon atmosphere, KOtBu (1.0 equiv) was added, and the mixture was stirred for 10-15 min. Then, an N-protected isatin 1 (1.0 equiv) was added to the reaction mixture, which was stirred for 30 min to 3 h until all the isatin was consumed (confirmed by TLC). The reaction was finally quenched with a few drops of 1 N HCl and the resulting mixture was extracted with CH2Cl2 (2 × 15 mL). The combined organic phases were washed with a saturated aqueous solution of sodium chloride, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The crude residue was then purified by column chromatography on silica gel (EtOAc-hexane,10:90 to 30:70) to give compounds 3.

Reference： [1]Synthesis,2016,vol. 48,p. 4226 - 4268

42
[ 1217-89-6 ]
[ 171290-52-1 ]
1-benzyl-3-[(3,5-dimethoxyphenyl)ethynyl]-3-hydroxyindolin-2-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
40%	With potassium tert-butylate; In toluene; at 20℃;Inert atmosphere;	General procedure: To a solution of an alkyne 2 (1.2 equiv) in anhydrous toluene (3 mL) under an argon atmosphere, KOtBu (1.0 equiv) was added, and the mixture was stirred for 10-15 min. Then, an N-protected isatin 1 (1.0 equiv) was added to the reaction mixture, which was stirred for 30 min to 3 h until all the isatin was consumed (confirmed by TLC). The reaction was finally quenched with a few drops of 1 N HCl and the resulting mixture was extracted with CH2Cl2 (2 × 15 mL). The combined organic phases were washed with a saturated aqueous solution of sodium chloride, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The crude residue was then purified by column chromatography on silica gel (EtOAc-hexane,10:90 to 30:70) to give compounds 3.

Reference： [1]Synthesis,2016,vol. 48,p. 4226 - 4268

43
[ 1217-89-6 ]
[ 151361-87-4 ]
1-benzyl-3-[(3,5-difluorophenyl)ethynyl]-3-hydroxyindolin-2-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
70%	With potassium tert-butylate; In toluene; at 20℃;Inert atmosphere;	General procedure: To a solution of an alkyne 2 (1.2 equiv) in anhydrous toluene (3 mL) under an argon atmosphere, KOtBu (1.0 equiv) was added, and the mixture was stirred for 10-15 min. Then, an N-protected isatin 1 (1.0 equiv) was added to the reaction mixture, which was stirred for 30 min to 3 h until all the isatin was consumed (confirmed by TLC). The reaction was finally quenched with a few drops of 1 N HCl and the resulting mixture was extracted with CH2Cl2 (2 × 15 mL). The combined organic phases were washed with a saturated aqueous solution of sodium chloride, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The crude residue was then purified by column chromatography on silica gel (EtOAc-hexane,10:90 to 30:70) to give compounds 3.

Reference： [1]Synthesis,2016,vol. 48,p. 4226 - 4268

44
[ 3335-98-6 ]
[ 1217-89-6 ]
C₂₉H₂₀N₂O₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
85%	With zirconium(IV) chloride; In ethanol;Reflux;	General procedure: A mixture of isatins (1, 1.0 mmol), indolin-2-ones (2, 1.0 mmol) and ZrCl4 (23 mg, 0.1 mmol) was heated in anhydrous ethanol (5 mL) under reflux. After the disappearance of the reactants (8-12 h, monitored by TLC), the mixture was slowly cooled to room temperature. The red solids precipitated and were collected by filtration, then washed by a small amount of anhydrous ethanol to deliver pure compounds 3.

Reference： [1]Tetrahedron Letters,2016,vol. 57,p. 5856 - 5858

45
[ 2380-84-9 ]
[ 1217-89-6 ]
(-)-(R)-1-benzyl-3-hydroxy-3-(7-hydroxy-1H-indol-6-yl)indolin-2-one [ No CAS ]
(S)-1-benzyl-3-hydroxy-3-(7-hydroxy-1H-indol-6-yl)indolin-2-one [ No CAS ]

Reference： [1]Organic Letters,2017,vol. 19,p. 1546 - 1549

46
[ 90-15-3 ]
[ 1217-89-6 ]
[ 68014-21-1 ]
(+)-tert-butyl (R)-(1-benzyl-3-(1-hydroxynaphthalen-2-yl)-2-oxoindolin-3-yl)carbamate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
78%	Stage #1: 1-benzylisatin; triphenyl(t-butoxycarbonylimino)phosphorane In 1,4-dioxane Schlenk technique; Reflux; Inert atmosphere; Stage #2: α-naphthol With C₃₄H₄₀N₄O₃ In dichloromethane at -20℃; for 18h; Molecular sieve; Schlenk technique; Inert atmosphere;

Reference： [1]Karahan, Seda; Tanyeli, Cihangir [New Journal of Chemistry, 2017, vol. 41, # 17, p. 9192 - 9202]

47
[ 1217-89-6 ]
[ 2495-37-6 ]
1’-benzyl-4-methyl-3,4-dihydro-5H-spiro[furan-2,3’-indoline]-2’,5-dione [ No CAS ]

Reference： [1]Angewandte Chemie - International Edition,2017,vol. 56,p. 13824 - 13828
Angew. Chem.,2017,vol. 129,p. 14012 - 14016,5

48
[ 33105-81-6 ]
[ 1217-89-6 ]
[ 1373942-84-7 ]
C₄₀H₄₂N₄O₄ [ No CAS ]

Reference： [1]Organic and Biomolecular Chemistry,2017,vol. 15,p. 8705 - 8708

49
[ 1217-89-6 ]
[ 1373942-84-7 ]
[ 5664-29-9 ]
C₄₂H₄₄N₄O₄ [ No CAS ]
C₄₂H₄₄N₄O₄ [ No CAS ]

Reference： [1]Organic and Biomolecular Chemistry,2017,vol. 15,p. 8705 - 8708

50
[ 72-19-5 ]
[ 1217-89-6 ]
[ 1373942-84-7 ]
C₃₈H₃₈N₄O₅ [ No CAS ]
C₃₈H₃₈N₄O₅ [ No CAS ]

Reference： [1]Organic and Biomolecular Chemistry,2017,vol. 15,p. 8705 - 8708

51
[ 600-21-5 ]
[ 1217-89-6 ]
[ 1373942-84-7 ]
C₃₈H₃₈N₄O₄ [ No CAS ]
C₃₈H₃₈N₄O₄ [ No CAS ]

Reference： [1]Organic and Biomolecular Chemistry,2017,vol. 15,p. 8705 - 8708

52
[ 60-27-5 ]
[ 1217-89-6 ]
1-benzyl-3-hydroxy-3-(2-imino-3-methyl-5-oxoimidazolidin-4-yl)indolin-2-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
98%	With chloroauric acid; In water; for 0.5h;Reflux;	General procedure: Water (15 mL) was added to a mixture of 1.0 mmol of isatin derivative, 1.2 mmol of <strong>[60-27-5]creatinine</strong> (for 2p, 2.3 mmol of <strong>[60-27-5]creatinine</strong>) and 1 mol% of HAuCl4 and the resulting suspension was heated to reflux for 30 min. The clear reaction mixture was cooled to 15-20 C. The precipitated aldol product was filtered and washed with copious amount of water and then with methanol and ethyl acetate (EtOAc). The obtained product was thoroughly dried under vacuum to afford the pure product 2a-2p.

Reference： [1]Cuihua Xuebao/Chinese Journal of Catalysis,2017,vol. 38,p. 775 - 783

53
[ 1734-79-8 ]
[ 1217-89-6 ]
(2RS,3SR)-1'-benzyl-3-(4-nitrophenyl)-3H-spiro[furan-2,3'-indoline]-2',5(4H)-dione [ No CAS ]
C₂₄H₁₈N₂O₅ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
10 % de	With potassium carbonate; 1,3-bis(mesityl)imidazolium chloride; sodium chloride In water at 20℃; for 0.5h; Inert atmosphere; Sealed tube; Overall yield = 76 %;	2.1. Synthesis of spirooxindole-γ-butyrolactone (3a-h, 4a) using NHC-organocatalysis General procedure: A 10 mL reaction vial was charged with isatin derivatives (0.15mmol), substituted cinnamaldehyde (0.15mmol) and brine (3mL). To this well-stirred mixture, potassium carbonate (0.069g, 0.5mmol) and NHC-A (0.017g, 0.05mmol) were added. The reaction vial was closed with rubber septa and purged with nitrogen. After purging for 5 min, the reaction vial was tightly sealed with crimper cap and allowed to stir for 30 min at room temperature. After completion of 30 min, the reaction mixture was extracted with ethyl acetate (3×10mL). The combined organic layer was dried over anhydrous Na2SO4 and concentrated under reduced pressure. The afforded crude mixture was purified by flash chromatography on silica gel (200-400 mesh) in 30% ethyl acetate in hexanes to afford the product

Reference： [1]Suresh, Pavithira; Thamotharan, Subbiah; Ganesan, Subramaniapillai Selva [Catalysis Communications, 2018, vol. 111, p. 47 - 51]

54
[ 1217-89-6 ]
[ 1466-88-2 ]
C₂₄H₁₈N₂O₅ [ No CAS ]
C₂₄H₁₈N₂O₅ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
30.612 % de	With potassium carbonate; 1,3-bis(mesityl)imidazolium chloride; sodium chloride In water at 20℃; for 0.5h; Inert atmosphere; Sealed tube; Overall yield = 71 %;	2.1. Synthesis of spirooxindole-γ-butyrolactone (3a-h, 4a) using NHC-organocatalysis General procedure: A 10 mL reaction vial was charged with isatin derivatives (0.15mmol), substituted cinnamaldehyde (0.15mmol) and brine (3mL). To this well-stirred mixture, potassium carbonate (0.069g, 0.5mmol) and NHC-A (0.017g, 0.05mmol) were added. The reaction vial was closed with rubber septa and purged with nitrogen. After purging for 5 min, the reaction vial was tightly sealed with crimper cap and allowed to stir for 30 min at room temperature. After completion of 30 min, the reaction mixture was extracted with ethyl acetate (3×10mL). The combined organic layer was dried over anhydrous Na2SO4 and concentrated under reduced pressure. The afforded crude mixture was purified by flash chromatography on silica gel (200-400 mesh) in 30% ethyl acetate in hexanes to afford the product

Reference： [1]Suresh, Pavithira; Thamotharan, Subbiah; Ganesan, Subramaniapillai Selva [Catalysis Communications, 2018, vol. 111, p. 47 - 51]

55
[ 1217-89-6 ]
[ 614-19-7 ]
[ 107-95-9 ]
(S)-1-benzyl-N-(tert-butyl)-2-oxo-3-((S)-2-oxo-4-henylazetidin-1-yl)indoline-3-carboxamide [ No CAS ]
1-benzyl-N-(tert-butyl)-2-oxo-3-(2-oxo-4-henylazetidin-1-yl)indoline-3-carboxamide [ No CAS ]

Reference： [1]RSC Advances,2018,vol. 8,p. 34903 - 34910

56
[ 1217-89-6 ]
[ 17812-32-7 ]
[ 107-95-9 ]
methyl (2S)-1-(1-benzyl-3-(tert-butylcarbamoyl)-2-oxoindolin-3-yl)-4-oxoazetidine-2-carboxylate [ No CAS ]
methyl-1-(1-benzyl-3-(tert-butylcarbamoyl)-2-oxoindolin-3-yl)-4-oxoazetidine-2-carboxylate [ No CAS ]

Reference： [1]RSC Advances,2018,vol. 8,p. 34903 - 34910

57
[ 33105-81-6 ]
[ 1217-89-6 ]
C₃₅H₃₃N₃O₃ [ No CAS ]
C₃₅H₃₃N₃O₃ [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2018,vol. 83,p. 2948 - 2953

58
[ 1217-89-6 ]
[ 1012-05-1 ]
C₃₉H₃₃N₃O₃ [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2018,vol. 83,p. 2948 - 2953

59
[ 1217-89-6 ]
[ 4599-47-7 ]
C₃₉H₃₃N₃O₃ [ No CAS ]
C₃₉H₃₃N₃O₃ [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2018,vol. 83,p. 2948 - 2953

60
[ 760-78-1 ]
[ 1217-89-6 ]
[ 21728-28-9 ]
C₃₁H₃₁N₃O₄ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
96%	In methanol; at 30℃; for 12h;	General procedure: Isatin (1, 0.20mmol, 1 equiv.), amino acid (2, 0.40 mmol, 2 equiv.), methyleneindolinone (3, 0.2mmol, 1 equiv.) and MeOH (0.2 mL or 1 mL) were well mixed and stirred at 30C. Once the reaction was completed (monitored by TLC), the resulting residue was purified by flash column chromatography on silica gel to yield the corresponding product 4.

Reference： [1]Tetrahedron,2018,vol. 74,p. 6821 - 6828

61
[ 1217-89-6 ]
[ 516-06-3 ]
[ 21728-28-9 ]
C₃₁H₃₁N₃O₄ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
95%	In methanol at 30℃; for 36h; diastereoselective reaction;	3.21 General procedure for synthesis of pyrrolidinyldispirooxindole 44.3.1 General procedure: Isatin (1, 0.20mmol, 1 equiv.), amino acid (2, 0.40 mmol, 2 equiv.), methyleneindolinone (3, 0.2mmol, 1 equiv.) and MeOH (0.2 mL or 1 mL) were well mixed and stirred at 30°C. Once the reaction was completed (monitored by TLC), the resulting residue was purified by flash column chromatography on silica gel to yield the corresponding product 4.

Reference： [1]Qian, Yu-Lun; Li, Bo; Xia, Peng-Ju; Wang, Jing; Xiang, Hao-Yue; Yang, Hua [Tetrahedron, 2018, vol. 74, # 47, p. 6821 - 6828]

62
[ 33105-81-6 ]
[ 1217-89-6 ]
[ 21728-28-9 ]
C₃₂H₃₃N₃O₄ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
85%	In methanol; at 30℃; for 12h;	General procedure: Isatin (1, 0.20mmol, 1 equiv.), amino acid (2, 0.40 mmol, 2 equiv.), methyleneindolinone (3, 0.2mmol, 1 equiv.) and MeOH (0.2 mL or 1 mL) were well mixed and stirred at 30°C. Once the reaction was completed (monitored by TLC), the resulting residue was purified by flash column chromatography on silica gel to yield the corresponding product 4.

Reference： [1]Tetrahedron,2018,vol. 74,p. 6821 - 6828

63
[ 1217-89-6 ]
[ 5664-29-9 ]
[ 21728-28-9 ]
C₃₄H₃₅N₃O₄ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
96%	In methanol; at 30℃; for 48h;	General procedure: Isatin (1, 0.20mmol, 1 equiv.), amino acid (2, 0.40 mmol, 2 equiv.), methyleneindolinone (3, 0.2mmol, 1 equiv.) and MeOH (0.2 mL or 1 mL) were well mixed and stirred at 30C. Once the reaction was completed (monitored by TLC), the resulting residue was purified by flash column chromatography on silica gel to yield the corresponding product 4.

Reference： [1]Tetrahedron,2018,vol. 74,p. 6821 - 6828

64
[ 72-19-5 ]
[ 1217-89-6 ]
[ 21728-28-9 ]
C₃₀H₂₉N₃O₅ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
51%	In methanol; at 30℃; for 48h;	General procedure: Isatin (1, 0.20mmol, 1 equiv.), amino acid (2, 0.40 mmol, 2 equiv.), methyleneindolinone (3, 0.2mmol, 1 equiv.) and MeOH (0.2 mL or 1 mL) were well mixed and stirred at 30C. Once the reaction was completed (monitored by TLC), the resulting residue was purified by flash column chromatography on silica gel to yield the corresponding product 4.

Reference： [1]Tetrahedron,2018,vol. 74,p. 6821 - 6828

65
[ 1217-89-6 ]
[ 59-51-8 ]
[ 21728-28-9 ]
C₃₁H₃₁N₃O₄S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
94%	In methanol; at 30℃; for 12h;	General procedure: Isatin (1, 0.20mmol, 1 equiv.), amino acid (2, 0.40 mmol, 2 equiv.), methyleneindolinone (3, 0.2mmol, 1 equiv.) and MeOH (0.2 mL or 1 mL) were well mixed and stirred at 30C. Once the reaction was completed (monitored by TLC), the resulting residue was purified by flash column chromatography on silica gel to yield the corresponding product 4.

Reference： [1]Tetrahedron,2018,vol. 74,p. 6821 - 6828

66
[ 600-21-5 ]
[ 1217-89-6 ]
[ 21728-28-9 ]
C₃₀H₂₉N₃O₄ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
84%	In methanol; at 30℃; for 28h;	General procedure: Isatin (1, 0.20mmol, 1 equiv.), amino acid (2, 0.40 mmol, 2 equiv.), methyleneindolinone (3, 0.2mmol, 1 equiv.) and MeOH (0.2 mL or 1 mL) were well mixed and stirred at 30C. Once the reaction was completed (monitored by TLC), the resulting residue was purified by flash column chromatography on silica gel to yield the corresponding product 4.

Reference： [1]Tetrahedron,2018,vol. 74,p. 6821 - 6828

67
[ 1217-89-6 ]
[ 6552-63-2 ]
[ 5680-79-5 ]
(±)-methyl (3R,3'S,4'R,5'S)-1-benzyl-3'-(4-chlorobenzoyl)-4'-(4-methoxyphenyl)-2-oxospiro[indoline-3,2'-pyrrolidine]-5'-carboxylate [ No CAS ]

Reference： [1]New Journal of Chemistry,2018,vol. 42,p. 20024 - 20031

68
[ 1217-89-6 ]
[ 604-44-4 ]
C₂₅H₁₈ClNO₃ [ No CAS ]

Reference： [1]Advanced Synthesis and Catalysis,2019

69
[ 1217-89-6 ]
[ 604-44-4 ]
1'-benzyl-6-chloro-3-hydroxy-3-methyl-2-(2-oxopropyl)-2,3-dihydrospiro[benzo[h]chromene-4,3'-indolin]-2'-one [ No CAS ]

Reference： [1]Advanced Synthesis and Catalysis,2019

70
[ 72-19-5 ]
[ 1217-89-6 ]
[ 5706-12-7 ]
C₃₄H₃₀N₂O₃ [ No CAS ]
C₃₄H₃₀N₂O₃ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
73%	In dimethyl sulfoxide; at 28℃; for 72h;Inert atmosphere;	General procedure: In an oven and vacuum-dried flask, N-benzylisatin 1a (0.15 mmol), phenylalanine 2a(0.23 mmol) and (E)-beta-benzylidene-alpha-indanone 3a (0.18 mmol) were taken in 0.5mL ofdry DMSO under argon and the reaction mixture was stirred at 28 C. After completion of the reaction (monitored by TLC), the reaction mixture was poured into 5mL of icecold water and extracted with ethyl acetate (310 mL). The combined organic extracts were washed with brine, dried over anhydrous Na2SO4 and evaporated. The residue was purified by column chromatography on silica using hexane/EtOAc as eluent to give 4aaa.

Reference： [1]Synthetic Communications,2019,vol. 49,p. 444 - 455

71
[ 1217-89-6 ]
[ 373-88-6 ]
[ 106-95-6 ]
C₂₀H₁₉F₃N₂O [ No CAS ]

Reference： [1]Applied Organometallic Chemistry,2019,vol. 33

72
[ 1217-89-6 ]
[ 373-88-6 ]
[ 17435-72-2 ]
C₂₃H₂₃F₃N₂O₃ [ No CAS ]

Reference： [1]Applied Organometallic Chemistry,2019,vol. 33

73
[ 1217-89-6 ]
[ 603306-52-1 ]
C₂₄H₁₅FN₂O₃ [ No CAS ]

Reference： [1]ACS Catalysis,2019,vol. 9,p. 10971 - 10976

74
[ 21778-81-4 ]
[ 1217-89-6 ]
(R)-1-benzyl-7'-methoxy-1'H-spiro[indoline-3,3'-oxazolo[3,4-α]indole]-1',2-dione [ No CAS ]
1-benzyl-7'-methoxy-1'H-spiro[indoline-3,3'-oxazolo[3,4-α]indole]-1',2-dione [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With 3,5,3',5'-tetra-tert-butyl-4,4'-diphenoquinone; C21H21N4O3(1+)*Cl(1-); N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 10℃; for 24h;Schlenk technique;	General procedure: The substituent R1 is H, R2 is H, and R3 is Bn. The preparation method and conditions are the same as those of the general example I; Weigh 0.15 mmol (23.73 mg) of indole-2-carbaldehyde 1, respectively0.1mmol (21.86mg) indole-2,3-dione 2,0.05 mmol (2.1 mg) of azacyclocarbene catalyst E and 0.17 mmol (69.5 mg) of oxidant DQ were added to a 10 mL Schlenk reaction tube equipped with a magnetic stir bar, 1 mL of solvent tetrahydrofuran THF was added, followed by 0.15 mmol (25 muL) of base N N-diisopropylethylamine DIEA, gently shake the reaction wall to make it fully mixed. Cap the bottle and place in a 10 C isopropanol water bath to stir the reaction for 24h. After the reaction was monitored by TLC, 1 mL of 1N hydrochloric acid was added to the reaction tube, and the mixture was stirred at room temperature for 5 minutes. The organic layer was extracted with ethyl acetate, spin-dried, a small amount of dichloromethane was fully dissolved, and the sample was wet-loaded. The depolarized polar petroleum ether: ethyl acetate = 10: 1 was used to obtain the target compound I1, and the corresponding yield was calculated after weighing. The characterization method was the same as that of the general example I.

Reference： [1]Patent: CN110551136,2019,A .Location in patent: Paragraph 0030-0037; 0074-0080
[2]Angewandte Chemie - International Edition,2020,vol. 59,p. 442 - 448
Angew. Chem.,2020,vol. 132,p. 450 - 456,7

75
[ 1217-89-6 ]
[ 302912-34-1 ]
C₂₃H₁₅F₂NO₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
84%	With 1,4-diaza-bicyclo[2.2.2]octane; copper(II) tungstate In water at 60℃; Green chemistry;	General procedure for the preparation of 3-hydroxy-3-(phenylethynyl)indolin-2-ones (3a-3u) General procedure: To a mixture of isatin (1 equiv.) and phenyl acetylene (1.2 equiv.) in water (3 mL), CuWO4 (10 mol%) and DABCO (40 mol%) were added at room temperature and the mixture was heated at 60 °C for 2 to 5 h. After completion of reaction (monitoring by TLC) mixture was cooled to room temperature and extracted with EtOAc (2×10 mL). The organic layers were washed with brine, dried using sodium sulfate. Evaporation of the solvent gave the crude product which was purified by silica gel column chromatography to give 3-hydroxy-3-(phenylethynyl)indolin-2-ones (3a-3u).

Reference： [1]Paplal, Banoth; Sathish, Kota; Nagaraju, Sakkani; Kashinath, Dhurke [Catalysis Communications, 2020, vol. 135]

76
[ 37674-72-9 ]
[ 1217-89-6 ]
C₂₄H₁₈ClNO₄ [ No CAS ]

Reference： [1]Organic and Biomolecular Chemistry,2019,vol. 17,p. 9567 - 9572

77
[ 39513-75-2 ]
[ 1217-89-6 ]
C₂₅H₂₁NO₄ [ No CAS ]

Reference： [1]Organic and Biomolecular Chemistry,2019,vol. 17,p. 9567 - 9572

78
[ 1217-89-6 ]
[ 213682-04-3 ]
(R)-1-benzyl-8'-methoxy-1'H-spiro[indoline-3,3'-oxazolo[3,4-α]indole]-1',2-dione [ No CAS ]

Reference： [1]Angewandte Chemie - International Edition,2020,vol. 59,p. 442 - 448
Angew. Chem.,2020,vol. 132,p. 450 - 456,7

79
[ 53590-49-1 ]
[ 1217-89-6 ]
(R)-1-benzyl-7'-chloro-1'H-spiro[indoline-3,3'-oxazolo[3,4-α]indole]-1',2-dione [ No CAS ]

Reference： [1]Angewandte Chemie - International Edition,2020,vol. 59,p. 442 - 448
Angew. Chem.,2020,vol. 132,p. 450 - 456,7

80
[ 1217-89-6 ]
[ 105191-12-6 ]
(R)-1-benzyl-6'-bromo-1'H-spiro[indoline-3,3'-oxazolo[3,4-α]indole]-1',2-dione [ No CAS ]

Reference： [1]Angewandte Chemie - International Edition,2020,vol. 59,p. 442 - 448
Angew. Chem.,2020,vol. 132,p. 450 - 456,7

81
[ 30464-93-8 ]
[ 1217-89-6 ]
(R)-1-benzyl-6'-methoxy-1'H-spiro[indoline-3,3'-oxazolo[3,4-α]indole]-1',2-dione [ No CAS ]

Reference： [1]Angewandte Chemie - International Edition,2020,vol. 59,p. 442 - 448
Angew. Chem.,2020,vol. 132,p. 450 - 456,7

82
[ 118-48-9 ]
[ 1217-89-6 ]
[ 825-41-2 ]
C₂₈H₁₉ClN₄O₄ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
84%		General procedure: beta-Cyclodextrin (30 mol %), isatoic anhydride (1.0 mol eq.) and substituted isatin (1.0 mol eq.), were mixed in 8 mL water followed by stirring for 0.5 h at room temperature. Then primary amine (1.0 mol eq.) was added and reaction mixture was stirred vigorously upto disappearance of reactants on TLC (monitored by silica TLC). After completion reaction mixture was extracted by ethyl acetate and evaporated under reduced pressure. Solid residue was further crystallized by methanol and filtrate was kept for catalyst recovery.

Reference： [1]Asian Journal of Chemistry,2020,vol. 32,p. 293 - 296

83
[ 118-48-9 ]
[ 1217-89-6 ]
[ 16292-88-9 ]
C₂₉H₂₂N₄O₅ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
86%		General procedure: beta-Cyclodextrin (30 mol %), isatoic anhydride (1.0 mol eq.) and substituted isatin (1.0 mol eq.), were mixed in 8 mL water followed by stirring for 0.5 h at room temperature. Then primary amine (1.0 mol eq.) was added and reaction mixture was stirred vigorously upto disappearance of reactants on TLC (monitored by silica TLC). After completion reaction mixture was extracted by ethyl acetate and evaporated under reduced pressure. Solid residue was further crystallized by methanol and filtrate was kept for catalyst recovery.

Reference： [1]Asian Journal of Chemistry,2020,vol. 32,p. 293 - 296

84
[ 67-56-1 ]
[ 1217-89-6 ]
[ 73291-09-5 ]
C₂₄H₂₁NO₄ [ No CAS ]

Reference： [1]ACS Catalysis,2020,vol. 10,p. 994 - 998

85
[ 1217-89-6 ]
[ 373-88-6 ]
(Z)-1-benzyl-3-((2,2,2-trifluoroethyl)imino)indolin-2-one [ No CAS ]

Reference： [1]Organic Letters,2020,vol. 22,p. 1681 - 1685

86
[ 5448-47-5 ]
[ 1217-89-6 ]
N'-(1-benzyl-2-oxoindolin-3-ylidene)-2-(1H-indol-3-yl)acetohydrazide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
76%	With acetic acid In ethanol for 2h; Reflux;	3.1.2. General Procedure for Synthesis of the Target Bis-indoles (7a-f and 9a-h), and 11 General procedure: To a hot stirred solution of key intermediate 1H-indole-2-carbohydrazide 5 (0.18 gm, 1 mmoL) inabsolute ethyl alcohol (7 mL) and glacial acetic acid (catalytic amount), the appropriate N-unsubstituted1H-indole-2,3-dione 6a-f, N-substituted 1H-indole-2,3-dione 8a-h, or 1-tetralone 10 (1 mmoL) wasadded. The resulting mixture was refluxed for 2 hours, and then the formed solid was filtered owhile hot, washed with cold isopropyl alcohol, dried and recrystallized from DMF to aord targetbis-indoles (7a-f and 9a-h), and 11, respectively.

Reference： [1]Eldehna, Wagdy M.; Hassan, Ghada S.; Al-Rashood, Sara T.; Alkahtani, Hamad M.; Almehizia, Abdulrahman A.; Al-Ansary, Ghada H. [Marine Drugs, 2020, vol. 18, # 4]

87
[ 5055-39-0 ]
[ 1217-89-6 ]
N'-(1-benzyl-2-oxoindolin-3-ylidene)-1H-indole-2-carbohydrazide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
81%	With acetic acid for 3h; Reflux;	3.1.3. Synthesis of Final Compounds 6a-i, 9a-f, and 11a,b General procedure: A solution of indole-2-carbohydrazide 4 (210 mg, 1.2 mmol) in glacial acetic acid (15 mL) was treated with the appropriate isatin derivative 5a-i and 8a-f (1.2 mmol), or ketones 10a and 10b (1.2 mmol). The resulting reaction mixture was refluxed for four hours then cooled to r.t. The obtained precipitate was collected by filtration and dried to get a powder that was recrystallized from glacial acetic acid to furnish the titled conjugates 6a-i, 9a-f, and 11a,b.

Reference： [1]Abdel-Aziz, Hatem A.; Al-Ansary, Ghada H.; Al-Warhi, Tarfah; Aljaeed, Nada; Ayyad, Rezk R.; El Kerdawy, Ahmed M.; Eldehna, Wagdy M.; Ismael, Omnia E. [Molecules, 2020, vol. 25, # 9]

88
[ 16312-21-3 ]
[ 1217-89-6 ]
(Z)-5-(1-benzyl-2-oxoindolin-3-ylidene)-3-methylthiazolidine-2,4-dione [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
70%	With potassium hydroxide In methanol at 20℃;

Reference： [1]George, Ginson; Auti, Prashant S.; Paul, Atish T. [New Journal of Chemistry, 2021, vol. 45, # 3, p. 1381 - 1394]

CAS No. :	1217-89-6	MDL No. :	MFCD00187663
Formula :	C₁₅H₁₁NO₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	SIISFRLGYDVIRG-UHFFFAOYSA-N
M.W :	237.25	Pubchem ID :	264734
Synonyms :

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313	UN#:	N/A
Hazard Statements:	H315-H319	Packing Group:	N/A
GHS Pictogram:

Precautionary Statements-General
Code	Phrase
P101	If medical advice is needed,have product container or label at hand.
P102	Keep out of reach of children.
P103	Read label before use
Prevention
Code	Phrase
P201	Obtain special instructions before use.
P202	Do not handle until all safety precautions have been read and understood.
P210	Keep away from heat/sparks/open flames/hot surfaces. - No smoking.
P211	Do not spray on an open flame or other ignition source.
P220	Keep/Store away from clothing/combustible materials.
P221	Take any precaution to avoid mixing with combustibles
P222	Do not allow contact with air.
P223	Keep away from any possible contact with water, because of violent reaction and possible flash fire.
P230	Keep wetted
P231	Handle under inert gas.
P232	Protect from moisture.
P233	Keep container tightly closed.
P234	Keep only in original container.
P235	Keep cool
P240	Ground/bond container and receiving equipment.
P241	Use explosion-proof electrical/ventilating/lighting/equipment.
P242	Use only non-sparking tools.
P243	Take precautionary measures against static discharge.
P244	Keep reduction valves free from grease and oil.
P250	Do not subject to grinding/shock/friction.
P251	Pressurized container: Do not pierce or burn, even after use.
P260	Do not breathe dust/fume/gas/mist/vapours/spray.
P261	Avoid breathing dust/fume/gas/mist/vapours/spray.
P262	Do not get in eyes, on skin, or on clothing.
P263	Avoid contact during pregnancy/while nursing.
P264	Wash hands thoroughly after handling.
P265	Wash skin thouroughly after handling.
P270	Do not eat, drink or smoke when using this product.
P271	Use only outdoors or in a well-ventilated area.
P272	Contaminated work clothing should not be allowed out of the workplace.
P273	Avoid release to the environment.
P280	Wear protective gloves/protective clothing/eye protection/face protection.
P281	Use personal protective equipment as required.
P282	Wear cold insulating gloves/face shield/eye protection.
P283	Wear fire/flame resistant/retardant clothing.
P284	Wear respiratory protection.
P285	In case of inadequate ventilation wear respiratory protection.
P231 + P232	Handle under inert gas. Protect from moisture.
P235 + P410	Keep cool. Protect from sunlight.
Response
Code	Phrase
P301	IF SWALLOWED:
P304	IF INHALED:
P305	IF IN EYES:
P306	IF ON CLOTHING:
P307	IF exposed:
P308	IF exposed or concerned:
P309	IF exposed or if you feel unwell:
P310	Immediately call a POISON CENTER or doctor/physician.
P311	Call a POISON CENTER or doctor/physician.
P312	Call a POISON CENTER or doctor/physician if you feel unwell.
P313	Get medical advice/attention.
P314	Get medical advice/attention if you feel unwell.
P315	Get immediate medical advice/attention.
P320
P302 + P352	IF ON SKIN: wash with plenty of soap and water.
P321
P322
P330	Rinse mouth.
P331	Do NOT induce vomiting.
P332	IF SKIN irritation occurs:
P333	If skin irritation or rash occurs:
P334	Immerse in cool water/wrap n wet bandages.
P335	Brush off loose particles from skin.
P336	Thaw frosted parts with lukewarm water. Do not rub affected area.
P337	If eye irritation persists:
P338	Remove contact lenses, if present and easy to do. Continue rinsing.
P340	Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P341	If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P342	If experiencing respiratory symptoms:
P350	Gently wash with plenty of soap and water.
P351	Rinse cautiously with water for several minutes.
P352	Wash with plenty of soap and water.
P353	Rinse skin with water/shower.
P360	Rinse immediately contaminated clothing and skin with plenty of water before removing clothes.
P361	Remove/Take off immediately all contaminated clothing.
P362	Take off contaminated clothing and wash before reuse.
P363	Wash contaminated clothing before reuse.
P370	In case of fire:
P371	In case of major fire and large quantities:
P372	Explosion risk in case of fire.
P373	DO NOT fight fire when fire reaches explosives.
P374	Fight fire with normal precautions from a reasonable distance.
P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
P377	Leaking gas fire: Do not extinguish, unless leak can be stopped safely.
P378
P380	Evacuate area.
P381	Eliminate all ignition sources if safe to do so.
P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
P301 + P310	IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P301 + P330 + P331	IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
P370 + P380	In case of fire: Evacuate area.
P370 + P380 + P375	In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.
P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
Storage
Code	Phrase
P401
P402	Store in a dry place.
P403	Store in a well-ventilated place.
P404	Store in a closed container.
P405	Store locked up.
P406	Store in corrosive resistant/ container with a resistant inner liner.
P407	Maintain air gap between stacks/pallets.
P410	Protect from sunlight.
P411
P412	Do not expose to temperatures exceeding 50 oC/ 122 oF.
P413
P420	Store away from other materials.
P422
P402 + P404	Store in a dry place. Store in a closed container.
P403 + P233	Store in a well-ventilated place. Keep container tightly closed.
P403 + P235	Store in a well-ventilated place. Keep cool.
P410 + P403	Protect from sunlight. Store in a well-ventilated place.
P410 + P412	Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF.
P411 + P235	Keep cool.
Disposal
Code	Phrase
P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling

Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

[ CAS No. 1217-89-6 ] {[proInfo.proName]}

Quality Control of [ 1217-89-6 ]

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Application In Synthesis of [ 1217-89-6 ]

[ 1217-89-6 ] Synthesis Path-Upstream 1~2

[ 1217-89-6 ] Synthesis Path-Downstream 1~88

Precautionary Statements-General

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