1,2-Diaminocyclohexane, cis- → HCID 178478708, compound

HRID 1453584Notes

Reaction equation

HRID 1453584 reaction equation
[N:1]1([C:10]2[N:18]=[C:17]([Cl:19])[N:16]=[C:15]3[C:11]=2[N:12]=[CH:13][NH:14]3)[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[CH:2]1.[NH2:20][C@@H:21]1[CH2:26][CH2:25][CH2:24][CH2:23][C@@H:22]1[NH2:27]>CS(C)=O>[ClH:19].[ClH:19].[N:1]1([C:10]2[N:18]=[C:17]([NH:20][C@@H:21]3[CH2:26][CH2:25][CH2:24][CH2:23][C@@H:22]3[NH2:27])[N:16]=[C:15]3[C:11]=2[N:12]=[CH:13][NH:14]3)[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[CH:2]1

Participants

4

Reactant 2

HCID 3429171,2-Diaminocyclohexane, cis-HCID 178478376HCID 178478376, compound

Product 1

HCID 178478708HCID 178478708, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
120 °C

Procedure

200 mg of product obtained in stage 1 above are mixed with 3 ml of DMSO and 0.5 ml (5 equivalents) of cis-1,2-diaminocyclohexane, and the mixture is then heated at 120° C. for approximately 3 days. The mixture is allowed to return to ambient temperature. Purification is carried out by chromatography on silica with a CH2Cl2-MeOH—NH4OH: 85-15-1.5 mixture for eluent. 3 ml of ethanol and 3 ml of HCl-EtOH (hydrochloric acid-ethanol) are added. 34.3 mg of expected product are obtained.

Workup

  1. customto return to ambient temperature
  2. customPurification
  3. addition3 ml of ethanol and 3 ml of HCl-EtOH (hydrochloric acid-ethanol) are added

Sources & evidence

ORD record
ord-22e20a6216544da5bf44ebf3057d1610
Source dataset
uspto-grants-2009_01
Patent number
US07476670B2

Reaction notes

Loading…