Sulfuric Acid → 4-Amino-5-chloro-2-(cyclohexanon-2-yl)oxy-N-[2-(diethylamino)ethyl]benzamide sulfate

HRID 620265Notes

Reaction equation

HRID 620265 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][CH:20]2[CH2:25][CH2:24][CH2:23][CH2:22][C:21]2=[O:26])[CH:3]=1.[S:27](=[O:31])(=[O:30])([OH:29])[OH:28]>CC(O)C>[S:27]([OH:31])([OH:30])(=[O:29])=[O:28].[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][CH:20]2[CH2:25][CH2:24][CH2:23][CH2:22][C:21]2=[O:26])[CH:3]=1

Participants

4

Reactant 2

HCID 1118Sulfuric AcidHCID 141168914-Amino-5-chloro-N-(2-diethylamino-ethyl)-2-(2-oxo-cyclohexyloxy)-benzamide

Product 1

HCID 867427644-Amino-5-chloro-2-(cyclohexanon-2-yl)oxy-N-[2-(diethylamino)ethyl]benzamide sulfate

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

The 4-amino-5-chloro-2-(cyclohexanon-2-yl)oxy-N-[2-(diethylamino)ethyl]benzamide (190 mg, 0.5 mmole) was dissolved in 25 ml 2-propanol and treated with 1 ml of 1N sulfuric acid. The solution was concentrated under reduced pressure upon which crystallization occurred to yield the title compound, mp. 175° dec.

Workup

  1. concentrationThe solution was concentrated under reduced pressure upon which crystallization

Sources & evidence

ORD record
ord-18412440ec6d45c7a9b97e571045dc2b
Source dataset
uspto-grants-1989_04
Patent number
US04820715

Reaction notes

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