[ CAS No. 6610-29-3 ] {[proInfo.proName]}

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Quality Control of [ 6610-29-3 ]

COA NMR CNMR HPLC LC-MS

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SDS Specification

Alternatived Products of [ 6610-29-3 ]

Product Details of [ 6610-29-3 ]

CAS No. :	6610-29-3	MDL No. :	MFCD00007617
Formula :	C₂H₇N₃S	Boiling Point :	-
Linear Structure Formula :	H₂NC(S)NHNHCH₃	InChI Key :	PTVZQOAHCSKAAS-UHFFFAOYSA-N
M.W :	105.16	Pubchem ID :	2723853
Synonyms :

Safety of [ 6610-29-3 ]

Signal Word:	Danger	Class:	6.1
Precautionary Statements:	P264-P301+P310	UN#:	2811
Hazard Statements:	H300	Packing Group:	Ⅱ
GHS Pictogram:

Application In Synthesis of [ 6610-29-3 ]

* 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 [ 6610-29-3 ]

[ 6610-29-3 ] Synthesis Path-Downstream 1~13

1
[ 17019-26-0 ]
[ 6610-29-3 ]
1-phenyl-1-(N⁽⁴⁾-methylthiosemicarbazone)-2-oximepropane [ No CAS ]

Reference： [1]Journal of Molecular Structure,2002,vol. 608,p. 135 - 141

2
[ 53137-27-2 ]
[ 6610-29-3 ]
5-(2,4-dimethyl-1,3-thiazol-5-yl)-4-methyl-2,4-dihydro-3H-1,2,4-triazole-3-thione [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
77%		Example 2 Preparation of 5-(2,4-dimethyl-1,3-thiazol-5-yl)-4-methyl-2,4-dihydro-3H-1,2,4-triazole-3-thione 2,4-Dimethyl-1,3-oxazole-5-carboxylic acid (commercially available) (5 g, 31.8 mmol) and 4-methyl-3-thiosemicarbazide (3.68 g, 1.10 eq) were dissolved in DMF (15 mL). Then DIPEA (10.0 mL, 1.80 eq) was added at 20 C. Under ice bath cooling, T3P 50% w/w in EtOAc (35 mL, 1.50 eq) was added dropwise, maintaining the temperature below 10 C. The resulting mixture was then stirred at 20 C. for 2 h. The mixture was diluted with water (20 mL), then NaOH 4 M was added (20.0 mL). The organic phase was discarded and the aqueous phase was heated to 70 C. (internal temperature) for 90 min. After cooling down to 50 C., HCl 37% was slowly added until pH=6.5 was reached. The suspension was cooled to 5 C. and the solid was filtered and washed with water, and it was then dried in a vacuum oven at 40 C. overnight. Yield: 5.45 g, 24.4 mmol, 77% th 1H NMR (DMSO-d6, 400 MHz, delta ppm): 14.02 (bs, 1H), 3.39 (s, 3H), 2.69 (s, 3H), 2.34 (s, 3H)

Reference： [1]Patent: US2007/232808,2007,A1 .Location in patent: Page/Page column 3

3
[ 53137-27-2 ]
[ 6610-29-3 ]
C₈H₁₂N₄OS₂ [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2010,vol. 53,p. 374 - 391

4
[ 5424-47-5 ]
[ 6610-29-3 ]
[ 1253196-01-8 ]

Reference： [1]European Journal of Medicinal Chemistry,2010,vol. 45,p. 4490 - 4498

5
[ 53137-27-2 ]
[ 6610-29-3 ]
[ 263157-04-6 ]

Reference： [1]Journal of Medicinal Chemistry,2010,vol. 53,p. 7129 - 7139

6
[ 14190-59-1 ]
[ 6610-29-3 ]
4-methyl-5-(1,3-thiazol-2-yl)-4H-1,2,4-triazole-3-thiol [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
59%	With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine; In ethyl acetate; N,N-dimethyl-formamide; at 20℃;Cooling with ice;	To a solution of <strong>[14190-59-1]1,3-<strong>[14190-59-1]thiazole-2-carboxylic acid</strong></strong> (1 g, 7.74 mmol) in DMF (S mL), 4-methyl-3-thiosemicarbazide (0.895 g, 8.5 14 mmol) was added. DIPEA (2.4 mL, 14 mmol) wasadded drop wise at RT, then the mixture was cooled in an ice bath before adding T3P (50percent w/win EtOAc) (6.9 mL, 11.6 mmol). The reaction was stirred at RT ON. NaOH 4 M solution wasadded (resulting pH=8). The reaction was diluted with EtOAc and the two resulting phases were separated (the upper organic layer eliminated). The pH was adjusted to 11 with NaOH 4 M and the mixture heated to 70 °C for 2.5h. The solution was then cooled to RT for 2 hrs, then 37percent HC1 was slowly added till pH 5. A precipitate formed. It was filtered under vacuum to obtain abrown solid. Mother liquor was left standing and a precipitate formed again. It was filtered under vacuum to obtain a brown solid. The two solids were combined to obtain 914 mg of title compound (p34, y=59percent). MS (m/z): 198.9 [IVII{]t

Reference： [1]Patent: WO2017/21920,2017,A1 .Location in patent: Paragraph 0563; 0564
[2]Bioorganic and Medicinal Chemistry Letters,2016,vol. 26,p. 1329 - 1332
[3]Bioorganic and Medicinal Chemistry,2016,vol. 24,p. 1619 - 1636

7
[ 4481-28-1 ]
[ 6610-29-3 ]
3-(4-methyl-5-sulfanyl-4H-1,2,4-triazol-3-yl)benzamide [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2016,vol. 26,p. 1329 - 1332
[2]Journal of Medicinal Chemistry,2016,vol. 59,p. 8549 - 8576

8
[ 4857-42-5 ]
[ 6610-29-3 ]
4-methyl-5-(3-methyl-1,2-oxazol-5-yl)-4H-1,2,4-triazole-3-thiol [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
74%	With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine; In ethyl acetate; N,N-dimethyl-formamide; at 20℃;Cooling with ice;	To a solution of 3-methyl-i,2-oxazole-S-carboxylic acid (337 mg, 2.65 mmol) in DMF(1.6 mL), 4-methyl-3-thiosemicarbazide (306 mg, 2.915 mmol) was added. DIPEA (0.8 14 mL,4.77 mmol) was added drop wise at RT, then the mixture was cooled in an ice bath before addingT3P (50percent w/w in EtOAc) (2.36 mL, 3.975 mmol). The reaction was stirred at RT ON. NaOH 4M solution (2.5 mL) was added (resulting pH=8). The reaction was diluited with EtOAc and thetwo resulting phases were separated (the upper organic layer eliminated). The pH was adjusted toii with NaOH 4 M and the mixture heated to 70 °C for ih. The clear rusty red solution was thencooled to RT for 2 hrs, then 37percent HC1 was slowly added till pH 5. A precipitate formed. It was filtered under vacuum to obtain 389 mg of title compound (p36, y=74percent). MS (m/z): 197.0 [MH]t

Reference： [1]Patent: WO2017/21920,2017,A1 .Location in patent: Paragraph 0567; 0568
[2]Bioorganic and Medicinal Chemistry,2016,vol. 24,p. 1619 - 1636
[3]Journal of Medicinal Chemistry,2016,vol. 59,p. 8549 - 8576

9
[ 3719-45-7 ]
[ 6610-29-3 ]
1-methyl-5-(4-methyl-5-sulfanyl-4H-1,2,4-triazol-3-yl)-1,2-dihydropyridin-2-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
65%	With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine; In ethyl acetate; N,N-dimethyl-formamide; at 0 - 20℃;	To a stirred solution of 1 MethyI6oxo 1 .6dihydropyri dine3carboxyIic ac d (1.0 g, 6.53 mmol) in DMF (4 mL), 4-methyl-3-thiosemicarbazide (0755 g, 7.18 ) and DIPEA (2.05mL, 11.75 mmol) were subsequently added. The mixture was cooled to 0 °C then T3P (50percent wt /EA) (5.8 mL, 9.79 mmol) was added portion-wise. The ice-bath was removed and the resulting reaction mixture was stirred ON at RT. Aqueous 4 M NaOH solution was added (resulting pH8) and the two resulting phases were separated (the upper organic layer was eliminated). Additional 4 M NaOH was added up to pH 11 then the mixture was heated to 70 °C and stirred for 40 mm. The solution was cooled to RT and 37percent HC1 was slowly added until pH 4 and a precipitate wasobtained. The precipitate was filtered and dried to afford 0.94 g of title compound (p52, y=65percent). MS (m/z): 223.1 [IVIH]t

Reference： [1]Patent: WO2017/21920,2017,A1 .Location in patent: Paragraph 0599; 0600
[2]Bioorganic and Medicinal Chemistry,2016,vol. 24,p. 1619 - 1636
[3]Journal of Medicinal Chemistry,2016,vol. 59,p. 8549 - 8576

10
[ 20485-41-0 ]
[ 6610-29-3 ]
[ 284477-79-8 ]

Yield	Reaction Conditions	Operation in experiment
64%	With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine; In ethyl acetate; N,N-dimethyl-formamide; at 20℃;Cooling with ice;	To a solution of 4-methyl-i,3-thiazole-5-carboxylic acid (1.09 g, 7.6 mmol) in DMF (5mL), 4-methyl-3-thiosemicarbazide (0.879 g, 8.36 mmol) was added. DIPEA (2.34 mL, 13.7mmol) was added drop wise at RT, then the mixture was cooled in an ice bath before adding T3P(50percent w/w in EtOAc) (6.7 mL, 11.4 mmol). The reaction was stirred at RT ON. NaOH 4 Msolution was added (resulting pH=8). The reaction was diluted with EtOAc and the two resulting phases were separated (the upper organic layer eliminated). The pH was adjusted to ii with NaOH 4 M and the mixture heated to 70 °C for 1. 5h. The solution was then cooled to RT for 2 hrs, then 37percent HC1 was slowly added till pH 5. A precipitate formed. It was filtered undervacuum to obtain 1.033 g of title compound (p38, y64percent). MS (m/z): 212.9 [IVII{]t

Reference： [1]Patent: WO2017/21920,2017,A1 .Location in patent: Paragraph 0571; 0572
[2]Journal of Medicinal Chemistry,2016,vol. 59,p. 8549 - 8576

11
[ 4100-13-4 ]
[ 6610-29-3 ]
4-methyl-5-(1,2,3-thiadiazol-4-yl)-4H-1,2,4-triazole-3-thiol [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2016,vol. 59,p. 8549 - 8576

12
[ 6610-29-3 ]
[ 32974-92-8 ]
C₁₀H₁₅N₅S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
86.7%	In methanol; at 60℃; for 24h;	(1) 10 mmol of <strong>[32974-92-8]2-acetyl-3-ethylpyrazine</strong> was dissolved in 20 ml of methanol,Stirring at 60 C for 15 min to prepare a solution;(2) taking 10 mmol of 4-methylthiosemicarbazide dissolved in 20 ml of methanol,The solution prepared in the step (1) is dropwise added to a methanol solution containing 4-methylthiosemicarbazide, and the reaction mixture is stirred under reflux at 60 C for 24 hours to obtain a pale yellow precipitate.After the reaction, the mixture was cooled to room temperature, poured into a beaker and evaporated, and the resulting precipitate was filtered.Wash 3 times with absolute ethanol,After drying, the ligand L2 is obtained;Yield: 86.7%,
86.7%	In methanol; at 65℃; for 3h;	General procedure: The ligands L1-L4 were synthesized by reflux method. Shown in Scheme 1, 5mM of 2-Acetyl-3-ethylpyrazine and thiosemicarbazides (L1), 5mM of 2-Acetyl-3-ethylpyrazine and 4-methylthiosemicarbazide (L2), 5mM of 2-Acetyl-3-ethylpyrazine and 4-phenylthiosemicarbazide (L3), and 5mM of 2-Acetyl-3-ethylpyrazine and 3-pyrrolethiosemicarbazide (L4) were stirred in CH3OH for 3 h at 65C. The ligands were precipitated and filtered. L1-L4 were characterized by infrared spectroscopy, electrospray ionization mass spectrometry (ESI-MS), 1H NMR, and 13C NMR (Supplementary Figs S4- S31).
60%	In methanol; at 65℃; for 4h;	(1) <strong>[32974-92-8]2-acetyl-3-ethylpyrazine</strong> (420 ul, 3 mmol) was dissolved in methanol (20 ml).After dissolution,Add 4-methyl-3-thiosemicarbazide (315 mg, 3 mmol) and mix well.The mixed solution was refluxed at 65 C for 4 h.filter,The filtrate evaporates at room temperature.There are pale yellow crystals,Filter again,Wash 2-3 times with absolute ethanol,Obtaining compound L3;

(1) Dissolving 10 mmol of <strong>[32974-92-8]2-acetyl-3-ethylpyrazine</strong> in 20 mL of methanol,Stir at 60 C for 15 min,Then 20mL, 10mmol4-methylthiosemicarbazideMethanol solution is added dropwiseInto the above solution,After refluxing at 60 C for 12 h,After cooling to room temperature, pour into the beaker and evaporate.The pale yellow crystal obtained above was filtered and washed with methanol three times.Get ligand (L2);

Reference： [1]Patent: CN109796497,2019,A .Location in patent: Paragraph 0037-0041
[2]European Journal of Medicinal Chemistry,2019,vol. 182
[3]Journal of Medicinal Chemistry,2019
[4]Patent: CN109796501,2019,A .Location in patent: Paragraph 0044-0047
[5]Patent: CN108912149,2018,A .Location in patent: Paragraph 0037; 0039

13
[ 41042-12-0 ]
[ 6610-29-3 ]
(Z)-2-(1-propyl-2-oxoindolin-3-ylidene)-N-methylhydrazinecarbothioamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
93%	With acetic acid; In ethanol;pH 4 - 5;Reflux;	General procedure: Equimolar quantities of appropriate Isatin derivatives (1a-3c) and 4-substitued-3-Thiosemicarbazide were dissolved in warm ethanol. The pH was adjusted to 4-5 with glacial acetic acid and heated under reflux for 1-2 hr. The reaction mixture was allowed to stand at room temperature and then poured into crushed ice, the yellow products were separated by filtration, dried and purified by flash column chromatography on silica gel using appropriate solvent system.

Reference： [1]Bioorganic Chemistry,2020,vol. 105

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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.
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P233	Keep container tightly closed.
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P280	Wear protective gloves/protective clothing/eye protection/face protection.
P281	Use personal protective equipment as required.
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Code	Phrase
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P311	Call a POISON CENTER or doctor/physician.
P312	Call a POISON CENTER or doctor/physician if you feel unwell.
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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.
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P336	Thaw frosted parts with lukewarm water. Do not rub affected area.
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P342	If experiencing respiratory symptoms:
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H202	Explosive; severe projection hazard
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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. 6610-29-3 ] {[proInfo.proName]}

Quality Control of [ 6610-29-3 ]

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[ 6610-29-3 ] Synthesis Path-Downstream 1~13

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