Pyridine → 2-(3-Methylureido)thiazolo[4,5-c]pyridine

HRID 615796Notes

Reaction equation

HRID 615796 reaction equation
[NH2:1][C:2]1[S:3][C:4]2[CH:9]=[CH:8][N:7]=[CH:6][C:5]=2[N:10]=1.N1C=CC=CC=1.[CH3:17][N:18]=[C:19]=[O:20].CN(C=O)C>CO>[CH3:17][NH:18][C:19](=[O:20])[NH:1][C:2]1[S:3][C:4]2[CH:9]=[CH:8][N:7]=[CH:6][C:5]=2[N:10]=1

Participants

6

Reactant 4

HCID 1049PyridineHCID 6228DimethylformamideHCID 12228Methyl IsocyanateHCID 14252938(1,3)Thiazolo(4,5-c)pyridin-2-amine

Product 1

HCID 155935472-(3-Methylureido)thiazolo[4,5-c]pyridineYield 79%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 2-aminothiazolo[4,5-c]pyridine (151 mg, 1 mmole), pyridine (1.8 ml), CH3NCO (1.2 ml) and 3 ml DMF was stirred at room temperature for 2 days. To the reaction mixture was added CH3OH, and the mixture was evaporated in vacuo. The residue was treated with CH3OH and ether to give 165 mg (79%) of crystalline solid. Mp. 178°~187° C. (dec.).

Workup

  1. customthe mixture was evaporated in vacuo
  2. additionThe residue was treated with CH3OH and ether

Sources & evidence

ORD record
ord-ea58295e464941029d42aaa6da532658
Source dataset
uspto-grants-1985_02
Patent number
US04500526

Reaction notes

Loading…