Glycolic Acid → HCID 178514281, compound
Reaction equation
[NH2:1][NH:2][C:3]([NH:5][NH2:6])=[S:4].[OH:7][CH2:8][C:9](O)=O>O>[NH2:6][N:5]1[C:3]([SH:4])=[N:2][N:1]=[C:9]1[CH2:8][OH:7]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 130 °C
Procedure
A mixture of 10.6 g (0.1 mole) of thiocarbohydrazide and 25.0 g (0.33 mole) of hydroxyacetic acid were heated and stirred at 130° C. for 20 minutes. The mixture is cooled to room temperature and diluted with 25 ml of water. It is then cooled for 24 hours at 11° C., yielding 7.0 g of crystals. The latter are recrystallized from chloroform/methanol, affording 4.5 g of solvated product. The product is dried in vacuo, affording 2.0 g of pale yellow crystals of 4-amino-5-mercapto-4H-1,2,4-triazole-3-methanol. m.p. 150.5°-151.5° C. When the reaction is repeated, using a longer heating time, (1 hour at 125° C.), and is followed by recrystallization from methanol/water, a higher yield of the same product is obtained (80% ).
Workup
- temperaturewere heated
- temperatureThe mixture is cooled to room temperature
- temperatureIt is then cooled for 24 hours at 11° C.
Sources & evidence
- ORD record
- ord-fdb69958dc244d408e36310b8c0edb32
- Source dataset
- uspto-grants-1983_10
- Patent number
- US04411905
Reaction notes
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