Thioacetamide → HCID 12369471, compound

Reaction equation

[CH3:1][N:2]1[C:6]([N+:7]([O-:9])=[O:8])=[CH:5][N:4]=[C:3]1[C:10]#[N:11].C(N)(=[S:14])C>>[CH3:1][N:2]1[C:6]([N+:7]([O-:9])=[O:8])=[CH:5][N:4]=[C:3]1[C:10](=[S:14])[NH2:11]

Participants

Reactant 2

HCID 2723949Thioacetamide

HCID 117448131-methyl-5-nitro-1H-imidazole-2-carbonitrile

Product 1

HCID 12369471HCID 12369471, compound

Procedure

1-methyl-5-nitro-2-cyanoimidazole (0.6 mole) was dissolved in this mixture at 40° C. Thioacetamide (1.2 mole) was added and stirring continued for 3 hours at 40° C. The resultant solution was poured on to 4 liters of ice/water mixture and stirred for 30 minutes. The precipitate was collected, slurried with water, filtered and dried to yield 1-methyl-2-thiocarbamyl-5-nitroimidazole, m.p. 148°-50° C.

Workup

stirringstirred for 30 minutes
customThe precipitate was collected
filtrationfiltered
customdried

Sources & evidence

ORD record: ord-235d9e10d15a4b7ab4abc3992f259ccb
Source dataset: uspto-grants-1976_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US03989690

Reaction notes

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