Water → HCID 14098030, compound

HRID 2291578Notes

Reaction equation

HRID 2291578 reaction equation
Cl[CH2:2][C:3]([O:5][CH3:6])=[O:4].C(=O)([O-])[O-].[K+].[K+].[Cl:13][C:14]1[CH:15]=[C:16]2[NH:22][C:21](=[O:23])[S:20][C:17]2=[N:18][CH:19]=1.O>CN(C)C=O>[Cl:13][C:14]1[CH:15]=[C:16]2[N:22]([CH2:2][C:3]([O:5][CH3:6])=[O:4])[C:21](=[O:23])[S:20][C:17]2=[N:18][CH:19]=1

Participants

6

Reactant 4

HCID 962WaterHCID 7295Methyl chloroacetateHCID 11430Potassium CarbonateHCID 27475766-Chlorothiazolo[5,4-b]pyridin-2(1H)-one

Product 1

HCID 14098030HCID 14098030, compoundYield 98.7%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
80 °C

Procedure

Methyl chloroacetate (9.6 g) and potassium carbonate (11.1 g) were added to a solution of 6-chloro-2-oxo-1,2-dihydrothiazolo[5.4-b]pyridine (15.0 g ) in dry N,N-dimethylformamide (50 ml). The mixture was stirred for 30 minutes at 80° C. and then poured into cold water. The precipitates were collected by filtration, washed with water and dried over phosphorus pentoxide to give white powder of 6-chloro-1-methoxycarbonylmethyl-2-oxo-1,2-dihydrothiazolo[5,4-b]pyridine (20.52 g).

Workup

  1. filtrationThe precipitates were collected by filtration
  2. washwashed with water
  3. dry with materialdried over phosphorus pentoxide

Sources & evidence

ORD record
ord-d25ec830492a4980866ae9998170691d
Source dataset
uspto-grants-1989_01
Patent number
US04797399

Reaction notes

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