24372-46-1|5-(Dimethylamino)thiophene-2-carbaldehyde| Ambeed

Structure of 24372-46-1

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Quality Control of [ 24372-46-1 ] Purity: 98% SDS Specification

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Product Details of [ 24372-46-1 ]

CAS No. :	24372-46-1
Formula :	C₇H₉NOS
M.W :	155.22
SMILES Code :	O=CC1=CC=C(N(C)C)S1
MDL No. :	MFCD00708772
InChI Key :	RRQFJMCAGDOEPI-UHFFFAOYSA-N
Pubchem ID :	3157939

Safety of [ 24372-46-1 ]

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302-H315-H319-H332-H335
Precautionary Statements:	P261-P280-P305+P351+P338

Computational Chemistry of [ 24372-46-1 ] Show Less

Physicochemical Properties

Num. heavy atoms	10
Num. arom. heavy atoms	5
Fraction Csp3	0.29
Num. rotatable bonds	2
Num. H-bond acceptors	1.0
Num. H-bond donors	0.0
Molar Refractivity	43.91
TPSA ? Topological Polar Surface Area: Calculated from Ertl P. et al. 2000 J. Med. Chem.	48.55 Å²

Lipophilicity

Log P_o/w (iLOGP)? iLOGP: in-house physics-based method implemented from Daina A et al. 2014 J. Chem. Inf. Model.	1.79
Log P_o/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by XLOGP program, version 3.2.2, courtesy of CCBG, Shanghai Institute of Organic Chemistry	1.85
Log P_o/w (WLOGP)? WLOGP: Atomistic method implemented from Wildman SA and Crippen GM. 1999 J. Chem. Inf. Model.	1.63
Log P_o/w (MLOGP)? MLOGP: Topological method implemented from Moriguchi I. et al. 1992 Chem. Pharm. Bull. Moriguchi I. et al. 1994 Chem. Pharm. Bull. Lipinski PA. et al. 2001 Adv. Drug. Deliv. Rev.	0.44
Log P_o/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com	2.18
Consensus Log P_o/w? Consensus Log P_o/w: Average of all five predictions	1.58

Water Solubility

Log S (ESOL):? ESOL: Topological method implemented from Delaney JS. 2004 J. Chem. Inf. Model.	-2.21
Solubility	0.966 mg/ml ; 0.00623 mol/l
Class? Solubility class: Log S scale Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly	Soluble
Log S (Ali)? Ali: Topological method implemented from Ali J. et al. 2012 J. Chem. Inf. Model.	-2.49
Solubility	0.502 mg/ml ; 0.00323 mol/l
Class? Solubility class: Log S scale Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly	Soluble
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com	-1.71
Solubility	3.02 mg/ml ; 0.0195 mol/l
Class? Solubility class: Log S scale Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly	Soluble

Pharmacokinetics

GI absorption? Gatrointestinal absorption: according to the white of the BOILED-Egg	High
BBB permeant? BBB permeation: according to the yolk of the BOILED-Egg	Yes
P-gp substrate? P-glycoprotein substrate: SVM model built on 1033 molecules (training set) and tested on 415 molecules (test set) 10-fold CV: ACC=0.72 / AUC=0.77 External: ACC=0.88 / AUC=0.94	No
CYP1A2 inhibitor? Cytochrome P450 1A2 inhibitor: SVM model built on 9145 molecules (training set) and tested on 3000 molecules (test set) 10-fold CV: ACC=0.83 / AUC=0.90 External: ACC=0.84 / AUC=0.91	Yes
CYP2C19 inhibitor? Cytochrome P450 2C19 inhibitor: SVM model built on 9272 molecules (training set) and tested on 3000 molecules (test set) 10-fold CV: ACC=0.80 / AUC=0.86 External: ACC=0.80 / AUC=0.87	No
CYP2C9 inhibitor? Cytochrome P450 2C9 inhibitor: SVM model built on 5940 molecules (training set) and tested on 2075 molecules (test set) 10-fold CV: ACC=0.78 / AUC=0.85 External: ACC=0.71 / AUC=0.81	No
CYP2D6 inhibitor? Cytochrome P450 2D6 inhibitor: SVM model built on 3664 molecules (training set) and tested on 1068 molecules (test set) 10-fold CV: ACC=0.79 / AUC=0.85 External: ACC=0.81 / AUC=0.87	No
CYP3A4 inhibitor? Cytochrome P450 3A4 inhibitor: SVM model built on 7518 molecules (training set) and tested on 2579 molecules (test set) 10-fold CV: ACC=0.77 / AUC=0.85 External: ACC=0.78 / AUC=0.86	No
Log Kp (skin permeation)? Skin permeation: QSPR model implemented from Potts RO and Guy RH. 1992 Pharm. Res.	-5.93 cm/s

Druglikeness

Lipinski? Lipinski (Pfizer) filter: implemented from Lipinski CA. et al. 2001 Adv. Drug Deliv. Rev. MW ≤ 500 MLOGP ≤ 4.15 N or O ≤ 10 NH or OH ≤ 5	0.0
Ghose? Ghose filter: implemented from Ghose AK. et al. 1999 J. Comb. Chem. 160 ≤ MW ≤ 480 -0.4 ≤ WLOGP ≤ 5.6 40 ≤ MR ≤ 130 20 ≤ atoms ≤ 70	None
Veber? Veber (GSK) filter: implemented from Veber DF. et al. 2002 J. Med. Chem. Rotatable bonds ≤ 10 TPSA ≤ 140	0.0
Egan? Egan (Pharmacia) filter: implemented from Egan WJ. et al. 2000 J. Med. Chem. WLOGP ≤ 5.88 TPSA ≤ 131.6	0.0
Muegge? Muegge (Bayer) filter: implemented from Muegge I. et al. 2001 J. Med. Chem. 200 ≤ MW ≤ 600 -2 ≤ XLOGP ≤ 5 TPSA ≤ 150 Num. rings ≤ 7 Num. carbon > 4 Num. heteroatoms > 1 Num. rotatable bonds ≤ 15 H-bond acc. ≤ 10 H-bond don. ≤ 5	1.0
Bioavailability Score? Abbott Bioavailability Score: Probability of F > 10% in rat implemented from Martin YC. 2005 J. Med. Chem.	0.55

Medicinal Chemistry

PAINS? Pan Assay Interference Structures: implemented from Baell JB. & Holloway GA. 2010 J. Med. Chem.	0.0 alert
Brenk? Structural Alert: implemented from Brenk R. et al. 2008 ChemMedChem	1.0 alert: heavy_metal
Leadlikeness? Leadlikeness: implemented from Teague SJ. 1999 Angew. Chem. Int. Ed. 250 ≤ MW ≤ 350 XLOGP ≤ 3.5 Num. rotatable bonds ≤ 7	No; 1 violation:MW<1.0
Synthetic accessibility? Synthetic accessibility score: from 1 (very easy) to 10 (very difficult) based on 1024 fragmental contributions (FP2) modulated by size and complexity penaties, trained on 12'782'590 molecules and tested on 40 external molecules (r² = 0.94)	2.14

Application In Synthesis of [ 24372-46-1 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Downstream synthetic route of [ 24372-46-1 ]

[ 24372-46-1 ] Synthesis Path-Downstream 1~54

1
[ 7648-01-3 ]
[ 24372-46-1 ]
5-(5-dimethylamino-thiophen-3-ylmethylene)-3-ethyl-2-thioxo-thiazolidin-4-one [ No CAS ]

References: [1]Chemistry of Heterocyclic Compounds,1975,vol. 11,p. 273 - 277.
Khimiya Geterotsiklicheskikh Soedinenii,1975,vol. 11,p. 316 - 320.

2
[ 5217-47-0 ]
[ 24372-46-1 ]
[ 55952-96-0 ]

References: [1]Chemistry of Heterocyclic Compounds,1975,vol. 11,p. 273 - 277.
Khimiya Geterotsiklicheskikh Soedinenii,1975,vol. 11,p. 316 - 320.

3
[ 121-69-7 ]
[ 24372-46-1 ]
C₁₅H₁₉N₂S⁽¹⁺⁾*ClO₄^(1-) [ No CAS ]

References: [1]Chemistry of Heterocyclic Compounds,1975,vol. 11,p. 273 - 277.
Khimiya Geterotsiklicheskikh Soedinenii,1975,vol. 11,p. 316 - 320.

4
[ 606-55-3 ]
[ 24372-46-1 ]
[ 55952-79-9 ]

References: [1]Chemistry of Heterocyclic Compounds,1975,vol. 11,p. 273 - 277.
Khimiya Geterotsiklicheskikh Soedinenii,1975,vol. 11,p. 316 - 320.

5
[ 14933-76-7 ]
[ 24372-46-1 ]
[ 36986-83-1 ]

References: [1]Soviet progress in chemistry,1972,vol. 38,p. 69 - 72.
Ukrainskii Khimicheskii Zhurnal (Russian Edition),1972,vol. 38,p. 68 - 70.

6
[ 64873-75-2 ]
[ 24372-46-1 ]
2,2'-bis-[2-(5-dimethylamino-thiophen-2-yl)-vinyl]-3,3'-ethane-1,2-diyl-bis-benzothiazolium; diperchlorate [ No CAS ]

References: [1]Soviet progress in chemistry,1977,vol. 43,p. 57 - 61.
Ukrainskii Khimicheskii Zhurnal (Russian Edition),1977,vol. 43,p. 953 - 956.

7
[ 19760-15-7 ]
[ 24372-46-1 ]
[ 55953-27-0 ]

References: [1]Chemistry of Heterocyclic Compounds,1975,vol. 11,p. 273 - 277.
Khimiya Geterotsiklicheskikh Soedinenii,1975,vol. 11,p. 316 - 320.

8
[ 38870-30-3 ]
[ 24372-46-1 ]
2,7-bis-[trans-2-(5-dimethylamino-thiophen-2-yl)-vinyl]-3,8-dimethyl-benzo[1,2-d;3,4-d']bisthiazolediium; diperchlorate [ No CAS ]

References: [1]Journal of Organic Chemistry USSR (English Translation),1972,vol. 8,p. 2014 - 2018.
Zhurnal Organicheskoi Khimii,1972,vol. 8,p. 1968 - 1973.

9
[ 38133-78-7 ]
[ 24372-46-1 ]
2,7-bis-[trans-2-(5-dimethylamino-thiophen-2-yl)-vinyl]-3,6-diethyl-benzo[1,2-d;4,3-d']bisthiazolediium; diperchlorate [ No CAS ]

References: [1]Journal of Organic Chemistry USSR (English Translation),1972,vol. 8,p. 2014 - 2018.
Zhurnal Organicheskoi Khimii,1972,vol. 8,p. 1968 - 1973.

10
[ 24372-46-1 ]
1-ethyl-2,3,3-trimethyl-3H-indolium perchlorate [ No CAS ]
2-[2-(5-dimethylamino-thiophen-2-yl)-vinyl]-1-ethyl-3,3-dimethyl-3H-indolium; perchlorate [ No CAS ]

References: [1]Chemistry of Heterocyclic Compounds,1975,vol. 11,p. 273 - 277.
Khimiya Geterotsiklicheskikh Soedinenii,1975,vol. 11,p. 316 - 320.

11
[ 24372-46-1 ]
[ 40671-20-3 ]
[ 38133-77-6 ]

References: [1]Journal of Organic Chemistry USSR (English Translation),1972,vol. 8,p. 2014 - 2018.
Zhurnal Organicheskoi Khimii,1972,vol. 8,p. 1968 - 1973.

12
[ 24372-46-1 ]
[ 89-25-8 ]
[ 55952-97-1 ]

References: [1]Chemistry of Heterocyclic Compounds,1975,vol. 11,p. 273 - 277.
Khimiya Geterotsiklicheskikh Soedinenii,1975,vol. 11,p. 316 - 320.

13
[ 24372-46-1 ]
[ 89-25-8 ]
[ 55952-90-4 ]

References: [1]Chemistry of Heterocyclic Compounds,1975,vol. 11,p. 273 - 277.
Khimiya Geterotsiklicheskikh Soedinenii,1975,vol. 11,p. 316 - 320.

14
[ 3216-50-0 ]
[ 68-12-2 ]
[ 24372-46-1 ]

References: [1]Journal fur praktische Chemie (Leipzig 1954),1969,vol. 311,p. 827 - 843.

15
[ 81903-37-9 ]
[ 24372-46-1 ]
[ 81903-33-5 ]

References: [1]Journal of Organic Chemistry USSR (English Translation),1982,p. 183 - 189.
Zhurnal Organicheskoi Khimii,1982,vol. 18,p. 206 - 213.

16
[ 24372-46-1 ]
1,5,6,9-tetrahydro-1,1,2,8,9,9-hexamethyl-4H-dipyrrolo<1,2,3-e,f:3,2,1-n,o>naphtho<2,3-b><1,4>diazepinium diperchlorate [ No CAS ]
2,8-bis<2-(5-dimethylamino-2-thienyl)vinyl>-1,5,6,9-tetrahydro-1,1,9,9-tetramethyl-4H-dipyrrolo<1,2,3-e,f:3,2,1-n,o>naphtho<2,3-b><1,4>diazepinium diiodide [ No CAS ]

References: [1]Journal of Organic Chemistry USSR (English Translation),1982,p. 183 - 189.
Zhurnal Organicheskoi Khimii,1982,vol. 18,p. 206 - 213.

17
[ 4701-17-1 ]
[ 124-40-3 ]
[ 24372-46-1 ]

Yield	Reaction Conditions	Operation in experiment
82.5%	In water; at 100℃; for 12.0h;	Synthesis of 5-dimethylamino-2-thiophenecarboxyaldehyde (30) 5-Bromo-2-thiophenecarboxyaldehyde (1 g, 5.23 mmol) and dimethylamine (1.64 mL, 15.69 mmol) were mixed, followed by addition of purified water (3 mL). The mixture was reacted at 100C for 12 h, and then the layers were separated with chloroform (50 mL x 2) and purified water (50 mL), the chloroform layer was dried with anhydrous sodium sulfate, and then the solvent was evaporated under reduced pressure. The residue was subjected to medium-pressure preparative chromatography using ethyl acetate/hexane (1/1) as an elution solvent to obtain Compound 30. Yield 670 mg (yield rate 82.5%). 1H NMR (300 MHz, CDCl3) delta 3.10 (s, 6H), 5.96 (s, 1H), 7.45 (s, 1H), 9.44 (s, 1H).
Ca. 60%	With toluene-4-sulfonic acid; In water; at 100℃; for 24.0h;	To a 100 mL round bottom flask was added 5-bromothiophene-2-carbaldehyde (6 g, 32 mmol)And dimethylamine aqueous solution (16.2 mL, content 40%, 128 mmol)To a solution of p-toluenesulfonic acid (0.55 g, 3.2 mmol) as a catalyst,The reaction was refluxed at 100 C for about 24 h,Dimethylamine is volatile,Add about 8 mL of dimethylamine aqueous solution every 6 hours,Process point board tracking,Until 5-bromothiophene-2-carbaldehyde is completely reacted;After completion of the reaction, the mixture was cooled to room temperature,Down to about 60 mL of deionized water,Stirred at room temperature for 0.5 h,Extracted with 3 x 40 mL of dichloromethane;After extraction, the organic phase was combined,Dried over anhydrous sodium sulfate,Filter,Steaming concentrated solution;Using silica gel column chromatography separation and purification (eluent:Ethyl acetate / petroleum ether = 1/1),Finally, a dark red target product (yield of about 60%) was obtained.
Ca. 60%	With toluene-4-sulfonic acid; In water; at 100℃; for 24.0h;	6 g of 5-bromothiophene-2-carbaldehyde and 16.2 mL of a 40% aqueous solution of dimethylamine were added to a round bottom flask equipped with a condensing device. 0.5 g of p-toluenesulfonic acid was added as a catalyst. The reaction was carried out by heating to 100 C. During the process, the raw material was monitored for 5-bromothiophene-2-ylformaldehyde. The dimethylamine was volatile, and a certain amount of dimethylamine aqueous solution was added every 6 hours until the reaction of 5-bromothiophene-2 formaldehyde was complete, and the reaction took about 24 hours; After completion, it was cooled to room temperature, 60 mL of deionized water was added, stirred for 0.5 h, and then extracted with dichloromethane; the organic phase was combined, dried over anhydrous sodium sulfate for 24 h, then filtered, and concentrated by rotary evaporation; The method was separated and purified (eluent ethyl acetate: petroleum ether = 1:1, Rf = 0.2) to give red 5-(dimethylamino)thiophene-2-carbaldehyde in a yield of about 60%.

References: [1]Synlett,1998,p. 383 - 384.
[2]Patent: EP2030635,2009,A1 .Location in patent: Page/Page column 26; 50.
[3]Chemical Communications,2015,vol. 51,p. 17124 - 17127.
[4]Patent: CN107090190,2017,A .Location in patent: Paragraph 0046; 0047; 0048; 0049.
[5]Patent: CN104945307,2017,B .Location in patent: Paragraph 0083; 0088-0089.
[6]Journal of the American Chemical Society,2001,vol. 123,p. 2810 - 2824.

19
[ 27074-03-9 ]
[ 24372-46-1 ]
5-[1-(5-Dimethylamino-thiophen-2-yl)-meth-(Z)-ylidene]-1,4-dimethyl-2,6-dioxo-1,2,5,6-tetrahydro-pyridine-3-carbonitrile [ No CAS ]

References: [1]Journal of the American Chemical Society,2001,vol. 123,p. 2810 - 2824.

20
[ 24372-46-1 ]
1-butyl-4-methyl-2,6-dioxo-1,2,3,6-tetrahydro-pyridine-3-carbonitrile [ No CAS ]
1-Butyl-5-[1-(5-dimethylamino-thiophen-2-yl)-meth-(Z)-ylidene]-4-methyl-2,6-dioxo-1,2,5,6-tetrahydro-pyridine-3-carbonitrile [ No CAS ]

References: [1]Journal of the American Chemical Society,2001,vol. 123,p. 2810 - 2824.

21
[ 3199-50-6 ]
[ 24372-46-1 ]
1-(5-bromo-2-furyl)-3-(5-dimethylamino-2-thienyl)-prop-2-en-1-one [ No CAS ]

References: [1]Bioorganic and Medicinal Chemistry,2007,vol. 15,p. 6388 - 6396.

22
[ 30955-94-3 ]
[ 24372-46-1 ]
3-(5-dimethylamino-2-thienyl)-1-(5-iodo-2-thienyl)-prop-2-en-1-one [ No CAS ]

References: [1]Bioorganic and Medicinal Chemistry,2007,vol. 15,p. 6388 - 6396.

23
[ 13329-40-3 ]
[ 24372-46-1 ]
3-(5-dimethylamino-2-thienyl)-1-(4-iodophenyl)-prop-2-en-1-one [ No CAS ]

References: [1]Bioorganic and Medicinal Chemistry,2007,vol. 15,p. 6388 - 6396.

24
[ 24372-46-1 ]
[ 650628-65-2 ]
5-(dimethylamino)thiophene-2-carbaldehyde [1-(3-methoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-yl]hydrazone [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
95%	With pyrrolidine; In ethanol; for 12.0h;Heating / reflux;	A mixture of [4-HYDRAZINO-1- (3-METHOXYPHENYL)-1 H-PYRAZOLO] [3, [4-DJPYRIMIDINE] (Intermediates Example T) (100 mg, 0.392 [MMOL),] [5- (DIMETHYLAMINO)-2-] [THIOPHENECARBALDEHYDE] (77 mg, [0.] 499 [MMOL),] and [PYRROLIDINE] (2 drops) in [ETOH] (10 mL) was heated at reflux for 12 h. The solid was filtered and washed with hexanes to yield product (142 mg, 95%) as a yellow solid. 'H NMR (400 MHz, DMSO) [8] 11.97 (s, 1 H), 8.48 (s, 1 H), 8.38 (s, [1] H), 8.22 (s, [1] H), 7.87- 7.83 (m, 2H), 7.44 (t, 1 H), 7.16 (d, [1] H), 6.91 (m, 1 H), 5.90 (d, 1 H), 3.82 (s, 3H), 3.00 (s, 6H) ppm; ES-MS m/z 394 [(MH+).]

References: [1]Patent: WO2004/9602,2004,A1 .Location in patent: Page 227.

25
[ 865876-82-0 ]
[ 24372-46-1 ]
3-{(2E)-3-[4-(dimethylamino)-2-thienyl]prop-2-enoyl}-6-methyl-2-oxo-2H-pyran-4-yl difluoridoborate [ No CAS ]

References: [1]Bioorganic and Medicinal Chemistry,2008,vol. 16,p. 8988 - 8998.
[2]Russian Journal of Organic Chemistry,2008,vol. 44,p. 1054 - 1060.

26
[ 3199-50-6 ]
[ 24372-46-1 ]
1-(5-bromo-2-furyl)-3-(5-dimethylamino-2-thienyl)-prop-2-en-1-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
11.4%	With potassium hydroxide; In ethanol; water; at 20℃; for 3h;	Synthesis of 1-(5-bromo-2-furyl)-3-(5-dimethylamino-2-thienyl)-prop-2-en-1-one (35) Compound 29 (97 mg, 0.51 mmol) and Compound 30 (75 mg, 0.48 mmol) were dissolved in ethanol (1.5 mL), and 10% aqueous potassium hydroxide (0.5 mL) was added dropwise with stirring. The mixture was stirred at room temperature for 3 h, then the solvent was evaporated under reduced pressure, followed by addition of 1 N aqueous sodium hydroxide, and the mixture was extracted with ethyl acetate. The mixture was dried with anhydrous sodium sulfate, then the solvent was evaporated under reduced pressure, and the residue was subjected to silica gel column chromatography using ethyl acetate/hexane (2/7) as an elution solvent to obtain Compound 35. Yield 18 mg (yield rate 11.4%). 1H NMR (300 MHz, CDCl3) delta 3.08 (s, 6H), 5.85 (d, J = 3.9 Hz, 1H), 6.48 (d, J = 3.6 Hz, 1H), 6.72 (d, J = 15 Hz, 1H), 7.14-7.16 (m, 2H), 7.91 (d, J = 15 Hz, 1H). MS m/z 327 (MH+).

References: [1]Patent: EP2030635,2009,A1 .Location in patent: Page/Page column 27; 50.

27
[ 30955-94-3 ]
[ 24372-46-1 ]
3-(5-dimethylamino-2-thienyl)-1-(5-iodo-2-thienyl)-prop-2-en-1-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
7.9%	With potassium hydroxide; In ethanol; water; at 20℃; for 3.0h;	Synthesis of 3-(5-dimethylamino-2-thienyl)-1-(5-iodo-2-thienyl)-prop-2-en-1-one (37) 2-Acetyl-5-iodothiophene (123 mg, 0.49 mmol) and Compound 30 (76 mg, 0.49 mmol) were dissolved in ethanol (3 mL), and 10% aqueous potassium hydroxide (1 mL) was added dropwise with stirring. The mixture was stirred at room temperature for 3 h, then the solvent was evaporated under reduced pressure, followed by addition of 1 N aqueous sodium hydroxide, and the mixture was extracted with ethyl acetate. The mixture was dried with anhydrous sodium sulfate, then the solvent was evaporated under reduced pressure, and the residue was subjected to silica gel column chromatography using ethyl acetate/hexane (1/4) as an elution solvent to obtain compound 37. Yield 15 mg (yield rate 7.9%). 1H NMR (300 MHz, CDCl3) delta 3.07 (s, 6H), 5.85 (d, J = 4.2 Hz, 1H), 6.63 (d, J = 14.7 Hz, 1H), 7.15 (d, J = 4.5 Hz, 1H), 7.29 (d, J = 3.9 Hz, 1H), 7.38 (d, J = 4.2 Hz, 1H), 7.87 (d, J = 14.7 Hz, 1H). MS m/z 389 (M+).

References: [1]Patent: EP2030635,2009,A1 .Location in patent: Page/Page column 27; 50.

28
[ 13329-40-3 ]
[ 24372-46-1 ]
3-(5-dimethylamino-2-thienyl)-1-(4-iodophenyl)-prop-2-en-1-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
4.7%	With potassium hydroxide; In ethanol; water; at 20℃; for 3.0h;	Synthesis of 3-(5-dimethylamino-2-thienyl)-1-(4-iodophenyl)-prop-2-en-1-one (33) 4-Iodoacetophenone (246 mg, 1.00 mmol) and Compound 30 (155 mg, 1.00 mmol) were dissolved in ethanol (5 mL), followed by addition of 10% aqueous potassium hydroxide (7.5 mL). The mixture was reacted at room temperature for 3 h, the layers were separated with ethyl acetate (50 mL x 2), and the ethyl acetate layer was dried with anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was subjected to medium-pressure preparative chromatography using ethyl acetate/hexane (1/4) as an elution solvent to obtain Compound 33. Yield 18 mg (yield rate 4.7%). 1H NMR (300 MHz, CDCl3) delta 3.04 (s, 6H), 5.22 (d, J = 3.9 Hz, 1H), 6.80 (d, J = 3.6 Hz, 1H), 6.89 (d, J = 15.0 Hz, 1H), 7.46 (d, J = 14.7 Hz, 1H), 7.70 (d, J = 8.1 Hz, 2H), 7.81 (d, J = 8.7 Hz, 2H). MS m/z 383 (M+).

References: [1]Patent: EP2030635,2009,A1 .Location in patent: Page/Page column 26-27; 50.

29
2,2-difluoro-4-methyl-5,6-[2H-benzopyrano(3,4-e)-2-one]-1,3,2-dioxaborine [ No CAS ]
[ 24372-46-1 ]
4-difluoroboryloxy-3-[(E)-3-[5-(N,N-dimethylamino)-2-thienyl]prop-2-enoyl]coumarin [ No CAS ]

References: [1]Russian Chemical Bulletin,2008,vol. 57,p. 1508 - 1515.
[2]Russian Chemical Bulletin,2008,vol. 57,p. 1508 - 1515.

30
[ 4701-17-1 ]
[ 24372-46-1 ]

Yield	Reaction Conditions	Operation in experiment
82.5%	With dimethyl amine; In hexane; water; ethyl acetate;	Synthesis of 5-dimethylamino-2-thiophenecarboxyaldehyde (30) 5-Bromo-2-thiophenecarboxyaldehyde (1 g, 5.23 mmol) and dimethylamine (1.64 mL, 15.69 mmol) were mixed, followed by addition of purified water (3 mL). The mixture was reacted at 100 C. for 12 h, and then the layers were separated with chloroform (50 mL*2) and purified water (50 mL), the chloroform layer was dried with anhydrous sodium sulfate, and then the solvent was evaporated under reduced pressure. The residue was subjected to medium-pressure preparative chromatography using ethyl acetate/hexane (1/1) as an elution solvent to obtain Compound 30. Yield 670 mg (yield rate 82.5%). 1H NMR (300 MHz, CDCl3) delta 3.10 (s, 6H), 5.96 (s, 1H), 7.45 (s, 1H), 9.44 (s, 1H).

References: [1]Patent: US2010/278733,2010,A1 .

31
[ 3199-50-6 ]
aqueous potassium hydroxide [ No CAS ]
[ 24372-46-1 ]
1-(5-bromo-2-furyl)-3-(5-dimethylamino-2-thienyl)-prop-2-en-1-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
11.4%	With sodium hydroxide; In ethanol; hexane; ethyl acetate;	Synthesis of 1-(5-bromo-2-furyl)-3-(5-dimethylamino-2-thienyl)-prop-2-en-1-one (35) Compound 29 (97 mg, 0.51 mmol) and Compound 30 (75 mg, 0.48 mmol) were dissolved in ethanol (1.5 mL), and 10% aqueous potassium hydroxide (0.5 mL) was added dropwise with stirring. The mixture was stirred at room temperature for 3 h, then the solvent was evaporated under reduced pressure, followed by addition of 1 N aqueous sodium hydroxide, and the mixture was extracted with ethyl acetate. The mixture was dried with anhydrous sodium sulfate, then the solvent was evaporated under reduced pressure, and the residue was subjected to silica gel column chromatography using ethyl acetate/hexane (2/7) as an elution solvent to obtain Compound 35. Yield 18 mg (yield rate 11.4%). 1H NMR (300 MHz, CDCl3) delta 3.08 (s, 6H), 5.85 (d, J=3.9 Hz, 1H), 6.48 (d, J=3.6 Hz, 1H), 6.72 (d, J=15 Hz, 1H), 7.14-7.16 (m, 2H), 7.91 (d, J=15 Hz, 1H). MS m/z 327 (MH+).

References: [1]Patent: US2010/278733,2010,A1 .

32
[ 30955-94-3 ]
aqueous potassium hydroxide [ No CAS ]
[ 24372-46-1 ]
3-(S-dimethylamino-2-thienyl)-1-(5-iodo-2-thienyl)-prop-2-en-1-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
7.9%	With sodium hydroxide; In ethanol; hexane; ethyl acetate;	Synthesis of 3-(S-dimethylamino-2-thienyl)-1-(5-iodo-2-thienyl)-prop-2-en-1-one (37) 2-Acetyl-5-iodothiophene (123 mg, 0.49 mmol) and Compound 30 (76 mg, 0.49 mmol) were dissolved in ethanol (3 mL), and 10% aqueous potassium hydroxide (1 mL) was added dropwise with stirring. The mixture was stirred at room temperature for 3 h, then the solvent was evaporated under reduced pressure, followed by addition of 1 N aqueous sodium hydroxide, and the mixture was extracted with ethyl acetate. The mixture was dried with anhydrous sodium sulfate, then the solvent was evaporated under reduced pressure, and the residue was subjected to silica gel column chromatography using ethyl acetate/hexane (1/4) as an elution solvent to obtain compound 37. Yield 15 mg (yield rate 7.9%). 1H NMR (300 MHz, CDCl3) delta 3.07 (s, 6H), 5.85 (d, J=4.2 Hz, 1H), 6.63 (d, J=14.7 Hz, 1H), 7.15 (d, J=4.5 Hz, 1H), 7.29 (d, J=3.9 Hz, 1H), 7.38 (d, J=4.2 Hz, 1H), 7.87 (d, J=14.7 Hz, 1H). MS m/z 389 (M+).

References: [1]Patent: US2010/278733,2010,A1 .

33
aqueous potassium hydroxide [ No CAS ]
[ 13329-40-3 ]
[ 24372-46-1 ]
3-(5-dimethylamino-2-thienyl)-1-(4-iodophenyl)-prop-2-en-1-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
4.7%	In ethanol; hexane; ethyl acetate;	Synthesis of 3-(5-dimethylamino-2-thienyl)-1-(4-iodophenyl)-prop-2-en-1-one (33) 4-Iodoacetophenone (246 mg, 1.00 mmol) and Compound 30 (155 mg, 1.00 mmol) were dissolved in ethanol (5 mL), followed by addition of 10% aqueous potassium hydroxide (7.5 mL). The mixture was reacted at room temperature for 3 h, the layers were separated with ethyl acetate (50 mL*2), and the ethyl acetate layer was dried with anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was subjected to medium-pressure preparative chromatography using ethyl acetate/hexane (1/4) as an elution solvent to obtain Compound 33. Yield 18 mg (yield rate 4.7%). 1H NMR (300 MHz, CDCl3) delta 3.04 (s, 6H), 5.22 (d, J=3.9 Hz, 1H), 6.80 (d, J=3.6 Hz, 1H), 6.89 (d, J=15.0 Hz, 1H), 7.46 (d, J=14.7 Hz, 1H), 7.70 (d, J=8.1 Hz, 2H), 7.81 (d, J=8.7 Hz, 2H). MS m/z 383 (M+).

References: [1]Patent: US2010/278733,2010,A1 .

34
[ 1217552-67-4 ]
[ 24372-46-1 ]
4-difluoroboryloxy-3-[3-(5-dimethylamino-2-thienyl)prop-2-E-enoyl]-1-methyl-2-quinolone [ No CAS ]

References: [1]Russian Chemical Bulletin,2008,vol. 57,p. 1734 - 1739.
[2]Russian Chemical Bulletin,2008,vol. 57,p. 1734 - 1739.

35
[ 1217552-67-4 ]
[ 24372-46-1 ]
[ 1217552-81-2 ]

References: [1]Russian Chemical Bulletin,2008,vol. 57,p. 1734 - 1739.

36
[ 2301-80-6 ]
[ 24372-46-1 ]
[ 1360470-08-1 ]

References: [1]CrystEngComm,2012,vol. 14,p. 1031 - 1037.

37
[ 13330-41-1 ]
[ 24372-46-1 ]
[ 112096-42-1 ]

Yield	Reaction Conditions	Operation in experiment
67%	In acetic anhydride; for 0.05h;Reflux;	A solution of 2b (0.11g, 0.73mmol) and 1,2,3,3-tetramethyl-3H-indolium perchlorate (0.20g, 0.73mmol) in freshly distilled acetic anhydride (5mL) was heated under reflux for 3min. The crystalline residue formed upon cooling was filtered off, washed with EtOAc (5mL) and Et2O (5mL) to afford 4b (0.20g, 67%) as blue crystals with a metallic lustre. Mp. 229-231C (dec.). IR: 584, 619, 702, 797, 911, 1081, 1207, 1259, 1311, 1384, 1411, 1476, 1551, 2925, 3373. 1H NMR (DMSO-d6): 1.66 (s, 6H), 3.31 (s, 6H), 3.61 (s, 3H), 6.04 (d, J=13.8, 1H), 6.69 (m, 1H), 7.23 (m, 1H), 7.38 (m, 2H), 7.58 (d, J=7.0, 1H), 8.00 (m, 1H), 8.33 (d, J=13.8, 1H). 13C NMR (CDCl3): 26.8, 31.1, 42.9, 48.9, 97.5, 111.0, 111.8, 122.2, 124.8, 126.1, 128.2, 140.8, 142.5, 142.7, 148.2, 173.1, 173.9. HRMS (TOF ESI): calcd for [C29H23N2S]+: 311.1577; found: 311.1583.

References: [1]Dyes and Pigments,2013,vol. 98,p. 93 - 99.

38
[ 124695-52-9 ]
[ 24372-46-1 ]
[ 76-05-1 ]
[ 1428875-10-8 ]

Yield	Reaction Conditions	Operation in experiment
52%	In acetonitrile; for 288.0h;Reflux;	A solution of 1 (0.17g, 0.55mmol), 2b (0.090g, 0.58mmol) and CF3CO2H (0.023mL, 0.30mmol) in CH3CN (20mL) was heated under reflux for 12 days. After cooling to ambient temperature the crystalline residue formed was filtered off and washed consequently with EtOAc (3mL), hexanes (3mL) and Et2O (10mL) to afford 3b (0.16g, 52%) as a green solid with a metallic lustre. Mp. 222-224C. IR: 592, 706, 749, 810, 840, 906, 1019, 1075, 1132, 1189, 1263, 1315, 1380, 1463, 1541, 1589, 1667, 3095, 3385. 1H NMR (DMSO-d6): 1.68 (s, 6H), 3.34 (s, 6H), 5.39 (s, 2H), 6.10 (d, J=14.0, 1H), 6.77 (d, J=5.0, 1H), 7.04 (d, J=9.0, 1H), 7.25 (t, J=7, 1H), 7.37-7.45 (m, 2H), 7.62 (d, J=7.0, 1H), 7.98 (d, J=5.0, 1H), 8.03 (m, 1H), 8.09 (d, J=9.0, 1H), 8.31 (d, J=14.0, 1H). 13C NMR (DMSO-d6): 27.1, 42.1, 43.2, 48.6, 97.9, 111.1, 113.3, 115.7, 118.0, 122.2, 124.3, 124.5, 125.6, 127.1, 128.3, 139.3, 140.3, 142.2, 142.4, 148.8, 162.0, 172.7, 174.2. 19F NMR (CDCl3):-73.39 (CF3); HRMS (TOF ESI): calcd for [C25H26N3O3S]+: 448.1689; found: 448.1684.

References: [1]Dyes and Pigments,2013,vol. 98,p. 93 - 99.

39
fac-[tris(2-phenyl-4-methylpyridinato-N,C(2'))iridium(III)] [ No CAS ]
[ 24372-46-1 ]
C₅₇H₅₁IrN₆S₃ [ No CAS ]

References: [1]Inorganic Chemistry,2013,vol. 52,p. 7987 - 7994.

40
[ 2785-06-0 ]
[ 24372-46-1 ]
2-((E)-2-[5-N,N-dimethylthiophen]vinyl)-3-methyl-1,3-benzothiazol-3-ium iodide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
13%	With piperidine; In ethanol; for 6.0h;Reflux;	General procedure: A solution of aldehyde 2a-f (1mmol), benzothiazolium salt 1 (1mmol) and piperidine (1 drop) in ethanol (10ml) was heated at reflux for 6h. After this time the solid that precipitated from the reaction mixture was filtered and washed with cold ethanol to give the pure products.

References: [1]Dyes and Pigments,2015,vol. 117,p. 163 - 169.

41
[ 28286-88-6 ]
[ 24372-46-1 ]
(E)-2-(2-(2-(5-(dimethylamino)thiophen-2-yl)vinyl)-6-methyl-4H-pyran-4-ylidene)malononitrile [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
22%	With piperidine; In acetonitrile; for 16.0h;Reflux;	<strong>[24372-46-1]5-(dimethylamino)thiophene-2-carbaldehyde</strong>(310.0 mg, 2.0 mmol) was added to (2,6-dimethyl-4H-pyran-4-ylidene) malononitrile (310.0 mg, 1.8 mmol) in acetonitrile (30.0mL) followed by piperidine (200 muL). The solution was heated to reflux for 16 h and then cooled to room temperature. After extraction with ethylacetate, the organic phase was dried over Na2SO4 andfiltered. The filtrate was concentrated, and the residue was purified by silicagel chromatography (hexane : ethyl acetate 2 :1) to give 123.1 mg of PT-1 (22%).

References: [1]Bioorganic and Medicinal Chemistry Letters,2015,vol. 25,p. 4472 - 4476.

42
[ 24372-46-1 ]
[ 109-77-3 ]
2-((5-(dimethylamino)thiophen-2-yl)methylene)malononitrile [ No CAS ]

References: [1]Chemical Communications,2015,vol. 51,p. 17124 - 17127.

43
[ 52509-14-5 ]
[ 24372-46-1 ]
(E)-3-(5-(dimethylamino)thiophen-2-yl)acrylaldehyde [ No CAS ]

References: [1]Chemical Communications,2015,vol. 51,p. 17124 - 17127.

44
[ 24372-46-1 ]
2-((E)-3-(5-(dimethylamino)thiophen-2-yl)allylidene)malononitrile [ No CAS ]

References: [1]Chemical Communications,2015,vol. 51,p. 17124 - 17127.

45
[ 24372-46-1 ]
(2E,4E)-5-(5-(dimethylamino)thiophen-2-yl)penta-2,4-dienal [ No CAS ]

References: [1]Chemical Communications,2015,vol. 51,p. 17124 - 17127.

46
[ 24372-46-1 ]
2-((2E,4E)-5-(5-(dimethylamino)thiophen-2-yl)penta-2,4-dienylidene)malononitrile [ No CAS ]

References: [1]Chemical Communications,2015,vol. 51,p. 17124 - 17127.

47
[ 24372-46-1 ]
(2E,4E,6E)-7-(5-(dimethylamino)thiophen-2-yl)hepta-2,4,6-trienal [ No CAS ]

References: [1]Chemical Communications,2015,vol. 51,p. 17124 - 17127.

48
[ 24372-46-1 ]
2-((2E,4E,6E)-7-(5-(dimethylamino)thiophen-2-yl)hepta-2,4,6-trienylidene)malononitrile [ No CAS ]

References: [1]Chemical Communications,2015,vol. 51,p. 17124 - 17127.

49
[ 24372-46-1 ]
[ 58464-25-8 ]
(E)-2-(2-(5-(dimethylamino)thiophen-2-yl)vinyl)-1,1,3-trimethyl-1H-benzo-[e]indol-3-ium iodide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With piperidine; In ethanol; at 85℃; for 12.0h;	Take 0.5g of 4-dimethylaminothiophene-2-carboxaldehyde and the corresponding mass of 1,1,2,3-tetramethyl-1H-benzo[e]indolium iodide (The molar ratio of the two is 1.1:1). Add to 20mL of absolute ethanol. 2 to 3 drops of piperidine were added dropwise as a catalyst, and the mixture was refluxed at 85 C for 12 hours; after completion of the reaction, it was cooled to room temperature, and most of the solvent was removed by rotary evaporation. Then, it was poured into diethyl ether and precipitated, and the product was obtained by filtration. After drying, it is recrystallized several times with ethanol. vacuum drying, obtain (E)-2-(2-(5-(dimethylamino)thiophen-2-yl)vinyl)-1,1,3-trimethyl-1H-benzo[e]indolium iodide.

References: [1]Crystal Growth and Design,2015,vol. 15,p. 5560 - 5567.
[2]Patent: CN104945307,2017,B .Location in patent: Paragraph 0083; 0096-0097.

50
7-acetyl-10,10-dimethyl-6-oxo-6,10-dihydropyrido[1,2-a]indol-8-yl difluoridoborate [ No CAS ]
[ 24372-46-1 ]
7-{(2E)-3-[5-(dimethylamino)-2-thienyl]prop-2-enoyl}-10,10-dimethyl-6-oxo-6,10-dihydropyrido[1,2-a]indol-8-yl difluoridoborate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
85%	With acetic anhydride; at 60 - 90℃; for 0.5h;	General procedure: A solution of the corresponding aldehyde (2 mmol) dissolved inacetic anhydride (2 mL) was added to a solution of 7acetyl10,10dimethyl6oxo6,10dihydropyrido[1,2a]indol8yl difluoridoborate (4) (0.63 g, 2 mmol) in acetic anhydride (6 mL) at60 C. The mixture was heated at 90 C for 0.5 h. After cooling,a precipitate formed was filtered off, washed on the filter withacetic acid, and recrystallized from acetic acid.

References: [1]Russian Chemical Bulletin,2015,vol. 64,p. 883 - 890.
Izv. Akad. Nauk, Ser. Khim.,2015,vol. 64,p. 883 - 890,8.

51
[ 24372-46-1 ]
9-(2'-carboxyphenyl)-6-(N,N-diethylamino)-1,2,3,4-tetrahydroxanthylium perchlorate [ No CAS ]
9-(2-carboxyphenyl)-6-(N,N-diethylamino)-4-[(5-(N,N-dimethylamino)thiophene-2-yl)methylidenyl]-1,2,3,4-tetrahydroxanthylium perchlorate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
57%	With acetic anhydride; for 0.08333330000000001h;Reflux;	General procedure: A solution of 9-(2-carboxyphenyl)-6-(N,N-diethylamino)-1,2,3,4-tetrahydroxanthylium perchlorate (1) (0.20 g, 0.42 mmol)and 4-(N,N-dimethylamino)benzaldehyde (2a) (0.63 g, 0.42 mmol)in freshly distilled acetic anhydride (5 mL) was heated under refluxfor 5 min. After cooling to room temperature, the precipitated solidwasfiltered off under reduced pressure, washed with ethyl acetateand diethyl ether and recrystallized from glacial acetic acid/acetonitrile (5/1, v/v), to afford chromatographically pure shinninggreen crystals. Yield 66%.

References: [1]Journal of Photochemistry and Photobiology A: Chemistry,2017,vol. 347,p. 218 - 226.

52
5-((4-(dihexadecylamino)phenyl)ethynyl)-1,2,3,3-tetramethyl-3H-indol-1-ium iodide [ No CAS ]
[ 24372-46-1 ]
(E)-5-((4-(dihexadecylamino)phenyl)ethynyl)-2-(2-(5-(dimethylamino)thiophen-2-yl)vinyl)-1,3,3-trimethyl-3H-indol-1-ium iodide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
75%	With piperidine;	(E)-5-((4-(dihexadecylamino)phenyl)ethynyl)-2-(2-(5-(dimethylamino)thiophen-2-yl)vinyl)-1,3,3-trimethyl-3H-indol-1-iumiodide(YS) were synthesized by a condensation reaction of 4 with 5which was obtained by previous work [29] in the presence ofpiperidine. After cooling to room temperature, the organic phasewas dried and evaporated, leaving a blue solid residue. The residuewas subjected to rapid silica filtration to give YS as a blue solid(75%). Rf (18:1 CH2Cl2: MeOH) 0.40; 1H NMR (CDCl3, 500 MHz): delta = 0.89 (9H, m), 1.28 (52H, m), 1.42 (6H, m), 1.73 (4H, m), 3.27 (4H,m), 3.78 (6H, m), 5.97 (1H, d, J = 8.5 Hz), 6.57 (2H, d, J = 9.0 Hz), 6.56(1H, d, J = 5.0 Hz), 7.07 (1H, d, J = 8.0 Hz), 7.35 (2H, d, J = 9.0 Hz),7.42 (1H, d, J = 4.5 Hz), 7.47 (1H, d, J = 4.5 Hz), 8.06 (1H, d,J = 5.0 Hz), 8.18 (1H, s)ppm; FT-IR (KBr, cm-1): nu = 3452, 2852,1668,1519, 1466, 1308, 1173, 742; MALDI-TOF-MS (dithranol): m/z: calcdfor C59H92IN3S: 1002.37 g mol-1; found: 1003.8 g mol-1 [MH]+;elemental analysis calcd (%) for C59H92IN3S (1002.37): C 70.70, H9.25, N 4.19; found: C 70.71, H 9.27, N 4.16.

References: [1]Dyes and Pigments,2018,vol. 149,p. 8 - 15.

53
[ 951-00-8 ]
[ 24372-46-1 ]
(E)-9-(2-(5-(dimethylamino)thiophen-2yl)vinyl)-10-methylacridinium iodide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
38%	With piperidine; In ethanol; for 12.0h;Reflux;	9,10-dimethylacridine iodide (0.3 g, 1.3 mmol) and 5- (dimethylamino) thiophene-2-carbaldehyde (0.3 g, 2 mmol) were dissolved in 10 mL of ethanol,Add 1 drop (about 0.05mL) piperidine as a catalyst,Reflux reaction 12h;After the reaction,Rotate to remove most of the solvent,Poured into excess ether and precipitated. After filtration, the methanol was recrystallized to give a dark green solid (yield 38%).

References: [1]Patent: CN107090190,2017,A .Location in patent: Paragraph 0046; 0057; 0058; 0059.

54
[ 28286-88-6 ]
[ 24372-46-1 ]
C₁₇H₁₅N₃OS [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
21%	With piperidine; In acetonitrile; for 16.0h;Reflux;	2,6-dimethyl-4-pyranylenemalononitrile (172.0 mg, 1.00 mmol)And 5- (dimethylamino) -2-thiophenecarboxaldehyde (155.0 mg, 1.00 mmol),Dissolved in 10 mL acetonitrile, then add 200 muL piperidine, refluxed for 16 hours with stirring; evaporated to acetonitrile,The residue was washed with water, extracted with ethyl acetate, and dried over anhydrous magnesium sulfate overnight. The ethyl acetate layer was swirledCrude product. The crude product was separated by column chromatography (eluent ethyl acetate: n-hexane = 5: 1)64.9 mg PAD-1 was obtained with the following structure in a yield of 21.0%.

References: [1]Patent: CN104803993,2017,B .Location in patent: Paragraph 0044-0046; 0047; 0048.

Historical Records

Technical Information

• Barbier Coupling Reaction • Baylis-Hillman Reaction • Bucherer-Bergs Reaction • Buchwald-Hartwig C-N Bond and C-O Bond Formation Reactions • Chan-Lam Coupling Reaction • Clemmensen Reduction • Complex Metal Hydride Reductions • Corey-Chaykovsky Reaction • Corey-Fuchs Reaction • Fischer Indole Synthesis • Grignard Reaction • Hantzsch Dihydropyridine Synthesis • Henry Nitroaldol Reaction • Horner-Wadsworth-Emmons Reaction • Hydride Reductions • Julia-Kocienski Olefination • Knoevenagel Condensation • Leuckart-Wallach Reaction • Mannich Reaction • McMurry Coupling • Meerwein-Ponndorf-Verley Reduction • Mukaiyama Aldol Reaction • Nozaki-Hiyama-Kishi Reaction • Passerini Reaction • Paternò-Büchi Reaction • Petasis Reaction • Pictet-Spengler Tetrahydroisoquinoline Synthesis • Preparation of Aldehydes and Ketones • Preparation of Amines • Prins Reaction • Reactions of Aldehydes and Ketones • Reactions of Amines • Reformatsky Reaction • Schlosser Modification of the Wittig Reaction • Schmidt Reaction • Specialized Acylation Reagents-Vilsmeier Reagent • Stetter Reaction • Stobbe Condensation • Tebbe Olefination • Ugi Reaction • Wittig Reaction • Wolff-Kishner Reduction

Related Functional Groups of
[ 24372-46-1 ]

Aldehydes

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5-(4-Hydroxypiperidin-1-yl)thiophene-2-carbaldehyde

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A108216 [4521-33-9]

5-Nitrothiophene-2-carboxaldehyde

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A161612 [98-03-3]

Thiophene-2-carbaldehyde

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A270093 [13679-70-4]

5-Methylthiophene-2-carbaldehyde

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A101751 [21512-16-3]

5-Formylthiophene-2-carbonitrile

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Amines

A247743 [14597-58-1]

Methyl 5-aminothiophene-2-carboxylate

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A127214 [52532-63-5]

5-Aminothiophene-2-carbonitrile

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A586086 [51486-03-4]

2-Amino-5-methylthiophene-3-carboxamide

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A143797 [4521-30-6]

Benzo[b]thiophen-2-amine

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2-Amino-5-methylthiophene-3-carbonitrile

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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

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CAS No.: 24372-46-1

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CAS No.: 24372-46-1

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[ 24372-46-1 ] Synthesis Path-Downstream 1~54

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[ 24372-46-1 ]

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{[proInfo.proName]}

CAS No.: 24372-46-1

{[proInfo.proName]}

CAS No.: 24372-46-1

Alternative Products

Product Details of [ 24372-46-1 ]

Safety of [ 24372-46-1 ]

Computational Chemistry of [ 24372-46-1 ] Show Less

Physicochemical Properties

Lipophilicity

Water Solubility

Pharmacokinetics

Druglikeness

Medicinal Chemistry

Application In Synthesis of [ 24372-46-1 ]

[ 24372-46-1 ] Synthesis Path-Downstream 1~54

Related Products

Historical Records

Technical Information

Categories

Related Functional Groups of [ 24372-46-1 ]

Aldehydes

Amines

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Molarity Calculator

Total Compounds Calculator

Dissolution Calculator

Related Functional Groups of
[ 24372-46-1 ]