Ammonia → 2-[(aminocarbamothioyl)amino]acetamide

HRID 1660404Notes

Reaction equation

HRID 1660404 reaction equation
C([O:3][C:4]([CH2:6][NH:7][C:8](=[S:11])[NH:9][NH2:10])=O)C.[NH3:12]>C(O)C>[C:4]([CH2:6][NH:7][C:8](=[S:11])[NH:9][NH2:10])(=[O:3])[NH2:12]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 3810781Ethyl N-(hydrazinecarbothioyl)glycinate

Product 1

HCID 205148202-[(aminocarbamothioyl)amino]acetamide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
25 °C

Procedure

4-Ethoxycarbonylmethyl-thiosemicarbazide (8.33 g) (GANTE and LANTSCH, Chem. Ber., 97, 989 (1964)) are suspended in a saturated solution (250 cc) of ammonia in ethanol, and the reaction mixture is stirred at 25° C. for 22 hours. The insoluble matter is filtered off and washed with alcohol (2×25 cc) and ether (2×50 cc); after drying, 4-carbamylmethyl-thiosemicarbazide (6.2 g), m.p.=188° C., is obtained.

Workup

  1. filtrationThe insoluble matter is filtered off
  2. washwashed with alcohol (2×25 cc) and ether (2×50 cc)
  3. customafter drying

Sources & evidence

ORD record
ord-eef4f6a12e7f43e0b3102c69619afa5a
Source dataset
uspto-grants-1981_12
Patent number
US04307230

Reaction notes

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