4-Chlorobenzoyl chloride → 64544-22-5

HRID 2057455Notes

Reaction equation

HRID 2057455 reaction equation
[NH2:1][CH2:2][CH2:3][N:4]1[CH2:9][CH2:8][O:7][CH2:6][CH2:5]1.[Cl:10][C:11]1[CH:19]=[CH:18][C:14]([C:15](Cl)=[O:16])=[CH:13][CH:12]=1>C(OCC)C>[ClH:10].[Cl:10][C:11]1[CH:19]=[CH:18][C:14]([C:15]([NH:1][CH2:2][CH2:3][N:4]2[CH2:9][CH2:8][O:7][CH2:6][CH2:5]2)=[O:16])=[CH:13][CH:12]=1

Participants

4

Reactant 2

HCID 85014-Chlorobenzoyl chlorideHCID 4082852-Morpholinoethylamine

Product 1

HCID 2033235564544-22-5

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

13 G. of N-(2-aminoethyl)-morpholine are added dropwise to a solution of 17.5 g. of p-chlorobenzoyl chloride in 100 ml. of diethyl ether, with stirring and cooling with ice-water. After complete addition, the mixture is stirred for 2 hours at room temperature. The crystalline product is removed by filtration and washed with diethyl ether. 9.1 G. of p-chloro-N-(2-morpholinoethyl)-benzamide hydrochloride, melting point 207° C. to 208° C., are obtained after recrystallization from isopropanol.

Workup

  1. additionAfter complete addition
  2. customThe crystalline product is removed by filtration
  3. washwashed with diethyl ether

Sources & evidence

ORD record
ord-8e669295b3b344288361121212b27257
Source dataset
uspto-grants-1980_07
Patent number
US04210754

Reaction notes

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