Diethylamine → Propacetamol hydrochloride

HRID 1704741

Reaction equation

HRID 1704741 reaction equation
[Cl:1][CH2:2][C:3]([O:5][C:6]1[CH:11]=[CH:10][C:9]([NH:12][C:13](=[O:15])[CH3:14])=[CH:8][CH:7]=1)=[O:4].[CH2:16]([NH:18][CH2:19][CH3:20])[CH3:17].C(N(CC)CC)C>O>[ClH:1].[CH2:16]([N:18]([CH2:2][C:3]([O:5][C:6]1[CH:11]=[CH:10][C:9]([NH:12][C:13](=[O:15])[CH3:14])=[CH:8][CH:7]=1)=[O:4])[CH2:19][CH3:20])[CH3:17]

Participants

5

Reactant 3

HCID 8021DiethylamineHCID 8471TriethylamineHCID 132776644-Acetamidophenyl chloroacetate

Product 1

HCID 108082Propacetamol hydrochlorideYield 39.8%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

22.8 g of p-acetamidophenyl chloroacetate were added in small portions to a solution of 7.5 g of diethylamine in 30 c.c. of triethylamine with stirring, while the temperature was maintained at between 40° C. and 50° C. with a bath of cold water if necessary. The process described in Example 1 was then followed to obtain 12 g of p-acetamidophenyl diethylaminoacetate hydrochloride melting point = 228° C.

Sources & evidence

ORD record
ord-abc1d9f1c5e84e8e9fbe8e110565d271
Source dataset
uspto-grants-1978_11
Patent number
US04127671

Linked notes

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