4-Methoxy-2-aminobenzothiazole → 2-(Acetoxyacetylamino)-4-methoxybenzothiazole

HRID 1087461Notes

Reaction equation

HRID 1087461 reaction equation
[NH2:1][C:2]1[S:3][C:4]2[CH:10]=[CH:9][CH:8]=[C:7]([O:11][CH3:12])[C:5]=2[N:6]=1.[C:13]([O:16][CH2:17][C:18](Cl)=[O:19])(=[O:15])[CH3:14]>N1C=CC=CC=1>[C:13]([O:16][CH2:17][C:18]([NH:1][C:2]1[S:3][C:4]2[CH:10]=[CH:9][CH:8]=[C:7]([O:11][CH3:12])[C:5]=2[N:6]=1)=[O:19])(=[O:15])[CH3:14]

Participants

4

Reactant 2

HCID 216224-Methoxy-2-aminobenzothiazoleHCID 26297Acetoxyacetyl chloride

Product 1

HCID 156623282-(Acetoxyacetylamino)-4-methoxybenzothiazole

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

2-Amino-4-methoxybenzothiazole (4.5 g) is dissolved in pyridine (80 ml) and thereto is added dropwise acetoxyacetyl chloride (3.0 ml) at room temperature. After the mixture is stirred at room temperature for 2 hours, the solvent is distilled off. The resulting solids are washed with water and then with diethyl ether, dried and recrystallized from ethanol to give the title compound (4.3 g) having the following physical properties.

Workup

  1. distillationthe solvent is distilled off
  2. washThe resulting solids are washed with water
  3. dry with materialwith diethyl ether, dried
  4. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-c0d8883c5fc94264a89a64dc8f345378
Source dataset
uspto-grants-1991_07
Patent number
US05036086

Reaction notes

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