Methylamine → HCID 20202818, compound

HRID 543782Notes

Reaction equation

HRID 543782 reaction equation
Cl.[F:2][C:3]([F:25])([F:24])[CH2:4][N:5]=[C:6]([NH2:23])[NH:7][C:8]1[S:9][CH:10]=[C:11]([C:13]2[CH:14]=[C:15]([CH:20]=[CH:21][CH:22]=2)[C:16]([O:18]C)=O)[N:12]=1.[CH3:26][NH2:27]>>[CH3:26][NH:27][C:16](=[O:18])[C:15]1[CH:20]=[CH:21][CH:22]=[C:13]([C:11]2[N:12]=[C:8]([NH:7][C:6]([NH2:23])=[N:5][CH2:4][C:3]([F:2])([F:25])[F:24])[S:9][CH:10]=2)[CH:14]=1

Participants

3

Reactant 2

HCID 6329MethylamineHCID 20202836HCID 20202836, compound

Product 1

HCID 20202818HCID 20202818, compoundYield 20%

Procedure

A solution of crude methyl 3-[2-(2-[2,2,2-trifluoroethyl]guanidino)thiazol-4-yl]benzoate hydrochloride (1 g.) in ethanolic methylamine (33% w/v, 20 ml.) was allowed to stand at room temperature for 4 days. The mixture was then evaporated to dryness and the residue triturated with water to give 0.16 g. of N-methyl-3-[2-(2-[2,2,2-trifluoroethyl]guanidino)thiazol-4-yl]benzamide (yield 20%). The n.m.r. spectrum in d6DMSO included the following resonances: 2.8 (d, 3H); 4.1 (m, 2H); 7.3 (s, 1H); 7.0-8.4 (complex, 7H).

Workup

  1. customThe mixture was then evaporated to dryness
  2. customthe residue triturated with water
  3. customto give 0.16 g

Sources & evidence

ORD record
ord-88fcc1833ca945a7a525ba7a4930b882
Source dataset
uspto-grants-1984_05
Patent number
US04447441

Reaction notes

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