Water → HCID 20228706, compound

HRID 1731324Notes

Reaction equation

HRID 1731324 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][N:5]2[CH:8]=[C:9]([C:11]3[CH:16]=[CH:15][C:14]([NH2:17])=[CH:13][CH:12]=3)[N:10]=[C:4]2[CH:3]=1.[CH3:18][N:19]=[C:20]=[S:21].O>CS(C)=O>[CH3:1][C:2]1[CH:7]=[CH:6][N:5]2[CH:8]=[C:9]([C:11]3[CH:16]=[CH:15][C:14]([NH:17][C:20]([NH:19][CH3:18])=[S:21])=[CH:13][CH:12]=3)[N:10]=[C:4]2[CH:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 11167Methyl isothiocyanateHCID 162272434-(7-Methylimidazo[1,2-a]pyridin-2-yl)aniline

Product 1

HCID 20228706HCID 20228706, compoundYield 81.9%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

A solution of 7-methyl-2-(4-aminophenyl)imidazo-[1,2-a]pyridine (14.9 g) and methyl isothiocyanate (6.4 g) in dimethyl sulfoxide (400 ml) was stirred at 50° C. for 10 hours. The reaction mixture was poured into water (1 l) and the resultant precipitate was collected by filtration, washed with water and ethyl acetate successively and dried over phosphorus pentoxide to give 7-methyl-2-[4-(3-methylthioureido)-phenyl]imidazo[1,2-a]pyridine (16.2 g).

Workup

  1. filtrationthe resultant precipitate was collected by filtration
  2. washwashed with water and ethyl acetate successively
  3. dry with materialdried over phosphorus pentoxide

Sources & evidence

ORD record
ord-a041643763a9440eb5c980e7400bb44a
Source dataset
uspto-grants-1986_11
Patent number
US04621084

Reaction notes

Loading…