Ammonia → HCID 178513947, compound

HRID 2176940Notes

Reaction equation

HRID 2176940 reaction equation
[C:1]1([NH:7][C@@H:8]2[CH2:13][CH2:12][C@H:11]([C:14]([O:16]C)=O)[CH2:10][CH2:9]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH3:18]>>[C:1]1([NH:7][C@@H:8]2[CH2:13][CH2:12][C@H:11]([C:14]([NH2:18])=[O:16])[CH2:10][CH2:9]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

3

Reactant 2

HCID 222AmmoniaHCID 178501195HCID 178501195, compound

Product 1

HCID 178513947HCID 178513947, compoundYield 63%

Conditions

Temperature
100 °C

Procedure

cis-Methyl 4-(phenylamino)cyclohexanecarboxylate (0.50 g, 2.14 mmol) was dissolved in methanolic ammonia (15 ml) in a pressure bomb and heated at 100° C. for three days. The reaction mixture was cooled to room temperature and concentrated under reduced pressure to afford the crude compound which was washed with n-pentane and dried in vacuo to afford 300 mg (63%) of cis-4-(phenylamino)cyclohexanecarboxamide as white solid.

Workup

  1. temperatureThe reaction mixture was cooled to room temperature
  2. concentrationconcentrated under reduced pressure
  3. customto afford the crude compound which
  4. washwas washed with n-pentane
  5. customdried in vacuo

Sources & evidence

ORD record
ord-bae0a47145b7448884c91c58b5fb75df
Source dataset
uspto-grants-2015_06
Patent number
US09067888B2

Reaction notes

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