HCID 178511674, compound → HCID 178511668, compound

HRID 1453608Notes

Reaction equation

HRID 1453608 reaction equation
Cl[C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][NH:8]2)=[C:4]([N:11]2[C:19]3[C:14](=[CH:15][C:16]([N+:20]([O-:22])=[O:21])=[CH:17][CH:18]=3)[CH2:13][CH2:12]2)[N:3]=1.[NH2:23][C@H:24]1[CH2:29][CH2:28][C@H:27]([NH2:30])[CH2:26][CH2:25]1>>[N+:20]([C:16]1[CH:15]=[C:14]2[C:19](=[CH:18][CH:17]=1)[N:11]([C:4]1[N:3]=[C:2]([NH:23][C@H:24]3[CH2:29][CH2:28][C@H:27]([NH2:30])[CH2:26][CH2:25]3)[N:10]=[C:9]3[C:5]=1[N:6]=[CH:7][NH:8]3)[CH2:12][CH2:13]2)([O-:22])=[O:21]

Participants

3

Reactant 2

HCID 178511674HCID 178511674, compoundHCID 178526437HCID 178526437, compound

Product 1

HCID 178511668HCID 178511668, compound

Conditions

Temperature
140 °C

Procedure

56 g of product obtained in stage 1 above are mixed with 140 g of trans-1,4-diaminocyclohexane, and the mixture is then heated at 140° C. for approximately 55 hours. 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. 19.7 g of product are recovered.

Workup

  1. customto return to ambient temperature
  2. customPurification
  3. custom19.7 g of product are recovered

Sources & evidence

ORD record
ord-3933cc4624d544448e14e02547a11caa
Source dataset
uspto-grants-2009_01
Patent number
US07476670B2

Reaction notes

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