Cyclohexylamine → HCID 178428199, compound

HRID 268273Notes

Reaction equation

HRID 268273 reaction equation
[ClH:1].[NH:2]([C:9]1[C:18]2[C:13](=[CH:14][CH:15]=[C:16]3[N:21]=[CH:20][NH:19][C:17]3=2)[N:12]=[C:11]([CH3:22])[CH:10]=1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.C1(N)CCCCC1>CN(C)C=O>[ClH:1].[CH:3]1([NH:2][C:9]2[C:18]3[C:13](=[CH:14][CH:15]=[C:16]4[N:21]=[CH:20][NH:19][C:17]4=3)[N:12]=[C:11]([CH3:22])[CH:10]=2)[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]1

Participants

4

Reactant 2

HCID 7965CyclohexylamineHCID 178428198HCID 178428198, compound

Product 1

HCID 178428199HCID 178428199, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 22 g. (0.1 m.) of the compound of Example I, C., and 10 g. (0.1 m.) cyclohexylamine in 200 ml. of dimethylformamide was heated under reflux for 18 hours and filtered hot. The crystalline product which separated on cooling was filtered, washed with a little cold dimethylformamide then ether and air-dried to give 17 g. Recrystallization from 300 ml. of ethanol and 300 ml. of ether gave an analytical sample as white needles, m.p. 174°-178°.

Workup

  1. temperatureunder reflux for 18 hours
  2. filtrationfiltered hot
  3. customThe crystalline product which separated
  4. temperatureon cooling
  5. filtrationwas filtered
  6. washwashed with a little cold dimethylformamide
  7. dry with materialether and air-dried
  8. customto give 17 g
  9. customRecrystallization from 300 ml
  10. customof ether gave an analytical sample as white needles, m.p. 174°-178°

Sources & evidence

ORD record
ord-22c62e0731e64969aa14728de5652cb8
Source dataset
uspto-grants-1976_03
Patent number
US03947434

Reaction notes

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