Hydrochloric Acid → cis-N-[2-(dimethylamino)cyclohexyl]benzamide hydrochloride

HRID 2292132Notes

Reaction equation

HRID 2292132 reaction equation
[CH3:1][N:2]([CH3:18])[C@H:3]1[CH2:8][CH2:7][CH2:6][CH2:5][C@H:4]1[NH:9][C:10](=[O:17])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.N[NH-].[ClH:21]>CCOCC>[ClH:21].[CH3:1][N:2]([CH3:18])[C@H:3]1[CH2:8][CH2:7][CH2:6][CH2:5][C@H:4]1[NH:9][C:10](=[O:17])[C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 168365Hydrazide (H3N21-)HCID 54269496cis-N-[2-(dimethylamino)cyclohexyl]benzamide

Product 1

HCID 68114570cis-N-[2-(dimethylamino)cyclohexyl]benzamide hydrochlorideYield 75%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

The hydrochloride salt of this cis-N-[2-(dimethylamino)cyclohexyl]benzamide was made by dissolving this amino-amide compound in excess hydrogen chloride in ether solution and then evaporating solvent therefrom to crystallize the hydrochloride salt therefrom. This amino-amide hydrochloride salt was recrystallized from a mixture of 10 ml. of methanol an about 40 ml. of ether to obtain 2.13 g. (75 percent yield) of the cis-N-[2-(dimethylamino)cyclohexyl]benzamide hydrochloride, m.p. 247°-248° C.

Workup

  1. customevaporating solvent therefrom to crystallize the hydrochloride salt
  2. customThis amino-amide hydrochloride salt was recrystallized from a mixture of 10 ml
  3. customof ether to obtain 2.13 g

Sources & evidence

ORD record
ord-344f0006cae64dca84e5a5f2199d6306
Source dataset
uspto-grants-1989_01
Patent number
US04801604

Reaction notes

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