2-Amino-6-methylbenzothiazole → 2-methoxy-N-(6-methyl-1,3-benzothiazol-2-yl)acetamide

HRID 1087471Notes

Reaction equation

HRID 1087471 reaction equation
[NH2:1][C:2]1[S:3][C:4]2[CH:10]=[C:9]([CH3:11])[CH:8]=[CH:7][C:5]=2[N:6]=1.[CH3:12][O:13][CH2:14][C:15](Cl)=[O:16]>N1C=CC=CC=1>[CH3:12][O:13][CH2:14][C:15]([NH:1][C:2]1[S:3][C:4]2[CH:10]=[C:9]([CH3:11])[CH:8]=[CH:7][C:5]=2[N:6]=1)=[O:16]

Participants

4

Reactant 2

HCID 173352-Amino-6-methylbenzothiazoleHCID 96623Methoxyacetyl chloride

Product 1

HCID 8365022-methoxy-N-(6-methyl-1,3-benzothiazol-2-yl)acetamide

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

2-Amino-6-methylbenzothiazole (4.9 g) is dissolved in pyridine (100 ml) and thereto is added dropwise methoxyacetyl 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 oil is solidified with addition of water. The obtained solids are filtered off and washed with water, then with diethyl ether, dried and recrystallized from ethanol to give the title compound (4.1 g) having the following physical properties.

Workup

  1. distillationthe solvent is distilled off
  2. additionThe resulting oil is solidified with addition of water
  3. filtrationThe obtained solids are filtered off
  4. washwashed with water
  5. dry with materialwith diethyl ether, dried
  6. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-7d19eba1315d487793a9ea0570984494
Source dataset
uspto-grants-1991_07
Patent number
US05036086

Reaction notes

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