Methanol → HCID 14372561, compound

HRID 1382972Notes

Reaction equation

HRID 1382972 reaction equation
[NH2:1][C:2]1[C:17]([Cl:18])=[CH:16][C:5]([C:6]([NH:8][CH2:9][CH2:10][N:11]([CH2:14][CH3:15])[CH2:12][CH3:13])=[O:7])=[C:4]([O:19][CH2:20][C:21]([O:23]C)=O)[CH:3]=1.[CH3:25][NH2:26].CO>C1(C)C=CC=CC=1>[NH2:1][C:2]1[C:17]([Cl:18])=[CH:16][C:5]([C:6]([NH:8][CH2:9][CH2:10][N:11]([CH2:12][CH3:13])[CH2:14][CH3:15])=[O:7])=[C:4]([O:19][CH2:20][C:21]([NH:26][CH3:25])=[O:23])[CH:3]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 6329MethylamineHCID 14116888HCID 14116888, compound

Product 1

HCID 14372561HCID 14372561, compoundYield 76%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a suspension of 4-amino-5-chloro-N-[2-(diethylamino)ethyl]-2-(2-methoxy-2-oxoethoxy)benzamide (1.074 g, 3 mmoles) (prepared in Example 15), in a 1N solution of methylamine in toluene (10 ml) was added 3 ml of methanol and the mixture stirred for 16 hours. This was concentrated in vacuo and the residue crystallized from methanol-ether to give 815 mg (76%) of the title compound as white solid; mp. 149°-151° C.

Workup

  1. concentrationThis was concentrated in vacuo
  2. customthe residue crystallized from methanol-ether

Sources & evidence

ORD record
ord-553cb6587eb044209443811188882349
Source dataset
uspto-grants-1989_02
Patent number
US04808624

Reaction notes

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