Water → HCID 178482369, compound

HRID 648603Notes

Reaction equation

HRID 648603 reaction equation
[NH:1]([C:5]1[S:6][CH:7]=[C:8]([C:10]2[S:14][C:13]([N:15](C)[CH:16]=O)=[N:12][C:11]=2[CH3:19])[N:9]=1)[C:2]([NH2:4])=[NH:3].O.C(=O)([O-])[O-].[K+].[K+]>CO.Cl>[NH:1]([C:5]1[S:6][CH:7]=[C:8]([C:10]2[S:14][C:13]([NH:15][CH3:16])=[N:12][C:11]=2[CH3:19])[N:9]=1)[C:2]([NH2:4])=[NH:3]

Participants

6

Reactant 3

HCID 962WaterHCID 11430Potassium CarbonateHCID 178433180HCID 178433180, compound

Product 1

HCID 178482369HCID 178482369, compoundYield 77.3%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 887MethanolSolvent

Procedure

A solution of 5-(2-guanidinothiazol-4-yl)-2-(N-methylformamido)-4-methylthiazole (1.5 g) in a mixture of methanol (25 ml) and 10% hydrochloric acid was stirred for 2 hours under refluxing. After addition of water (100 ml), the reaction mixture was adjusted to pH 7.0 with 20% aqueous potassium carbonate. The resulting precipitate was collected by filtration, washed with water (10 ml×2) and methanol (15 ml×2) successively and dried over phosphorus pentoxide under reduced pressure to give 5-(2-guanidinothiazol-4-yl)-4-methyl-2-methylaminothiazole (1.05 g).

Workup

  1. temperatureunder refluxing
  2. filtrationThe resulting precipitate was collected by filtration
  3. washwashed with water (10 ml×2) and methanol (15 ml×2) successively
  4. dry with materialdried over phosphorus pentoxide under reduced pressure

Sources & evidence

ORD record
ord-43dfb04c6bb64091852d24f873600f2d
Source dataset
uspto-grants-1988_04
Patent number
US04735957

Reaction notes

Loading…