Ammonia → 2-(Hydroxyacetylamino)-4-methoxybenzothiazole

HRID 1087462Notes

Reaction equation

HRID 1087462 reaction equation
C([O:4][CH2:5][C:6]([NH:8][C:9]1[S:10][C:11]2[CH:17]=[CH:16][CH:15]=[C:14]([O:18][CH3:19])[C:12]=2[N:13]=1)=[O:7])(=O)C.N>CO>[OH:4][CH2:5][C:6]([NH:8][C:9]1[S:10][C:11]2[CH:17]=[CH:16][CH:15]=[C:14]([O:18][CH3:19])[C:12]=2[N:13]=1)=[O:7]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 156623282-(Acetoxyacetylamino)-4-methoxybenzothiazole

Product 1

HCID 156623292-(Hydroxyacetylamino)-4-methoxybenzothiazoleYield 82.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2-(Acetoxyacetylamino)-4-methoxybenzothiazole (1.0 g) prepared in Example 4 is dissolved in methanol (40 ml) and thereto is added 28% aqueous ammonia (4 ml) and the mixture is stirred at room temperature for 1 hour. The solvent is distilled off and the resulting solids are washed with water, dried and recrystallized from ethanol to give the title compound (0.7 g) having the following physical properties.

Workup

  1. distillationThe solvent is distilled off
  2. washthe resulting solids are washed with water
  3. customdried
  4. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-e890cca807644e4091432ab4978460d0
Source dataset
uspto-grants-1991_07
Patent number
US05036086

Reaction notes

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