Monomethylamine methanol → HCID 136331504, compound

HRID 1657038Notes

Reaction equation

HRID 1657038 reaction equation
[Cl:1][C:2]1[S:3][C:4]([CH2:7][N:8]([C:16]([O:18][CH3:19])=[O:17])[C:9](=[N:12][N+:13]([O-:15])=[O:14])SC)=[CH:5][N:6]=1.[CH3:20][NH2:21].CO>CO>[Cl:1][C:2]1[S:3][C:4]([CH2:7][N:8]([C:16]([O:18][CH3:19])=[O:17])[C:9]([NH:21][CH3:20])=[N:12][N+:13]([O-:15])=[O:14])=[CH:5][N:6]=1

Participants

4

Reactant 2

HCID 57454252Monomethylamine methanolHCID 70204072HCID 70204072, compound

Product 1

HCID 136331504HCID 136331504, compoundYield 48.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of N-(2-chloro-5-thiazolylmethyl)-N-methoxycarbonyl-S-methyl-N'-nitroisothiourea (500 mg) in MeOH (5 ml) was added 40% methylamine-methanol solution (120 mg) dropwise below -10° C. and the mixture was stirred at the same temperature. Precipitated crystals were collected by filtration and dried to afford 230 mg of 1-(2-chloro-5-thiazolylmethyl)-1-methoxycarbonyl-3-methyl-2-nitroguanidine (Compound No. 19) as a white crystal. The filtrate was concentrated to leave the residue to which MeOH (3 ml) was added. The product (Compound No. 19, 140 mg) was obtained after drying. The properties, i.e. m.p., NMR and IR, of the product are identical with those of the compound prepared according to Example 3.

Workup

  1. customPrecipitated crystals
  2. filtrationwere collected by filtration
  3. customdried

Sources & evidence

ORD record
ord-60b27eaccc214172a7b097a881767c0c
Source dataset
uspto-grants-1993_10
Patent number
US05256679

Reaction notes

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