Methanethiol → HCID 178503578, compound
Reaction equation
C([O:3][C:4]([NH:6][N:7]([CH:10]([CH3:12])[CH3:11])[C:8]#[N:9])=O)C.[CH3:13][SH:14]>O>[CH:10]([N:7]1[C:8]([S:14][CH3:13])=[N:9][C:4]([OH:3])=[N:6]1)([CH3:12])[CH3:11]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 120 °C
Procedure
1370 g of 2-isopropyl-2-cyanohydrazinecarboxylic acid ethyl ester is placed into an autoclave, and 423 g of methyl mercaptan is injected. The temperature is held for 24 hours at 40° C. The resulting crystal mass is afterwards transferred to a 2.5 liter sulphonating flask, and heated in an oil bath for 2 1/2 hours at 120° C. There is then added to the reaction mixture cooled to 90° C 1.2 liters of water, whereupon the the reaction product precipitates in crystalline form. Crude 1-isopropyl-5-methylthio-3-hydroxy-1,2,4-thiazole is filtered off, and recrystallised from one liter of acetonitrile. There is obtained 730 g (52% of theory) of pure 1-isopropyl-5-methylthio-3-hydroxy-1,2,4-triazole, m.p. 88°-93° C.
Workup
- additionThere is then added to the reaction mixture
- customwhereupon the the reaction product precipitates in crystalline form
- filtrationCrude 1-isopropyl-5-methylthio-3-hydroxy-1,2,4-thiazole is filtered off
- customrecrystallised from one liter of acetonitrile
Sources & evidence
- ORD record
- ord-aa4e2b24f9d14cfab159c8c8480e4c73
- Source dataset
- uspto-grants-1978_02
- Patent number
- US04076938
Reaction notes
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