HCID 178478369, compound → HCID 178478725, compound

HRID 1453573Notes

Reaction equation

HRID 1453573 reaction equation
[NH2:1][C@H:2]1[CH2:7][CH2:6][C@H:5]([NH2:8])[CH2:4][CH2:3]1.[Cl:9][C:10]1[N:18]=[C:17]2[C:13]([N:14]=[CH:15][NH:16]2)=[C:12]([N:19]2[C:27]3[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=3)[CH:21]=[CH:20]2)[N:11]=1>>[ClH:9].[ClH:9].[N:19]1([C:12]2[N:11]=[C:10]([NH:1][C@H:2]3[CH2:7][CH2:6][C@H:5]([NH2:8])[CH2:4][CH2:3]3)[N:18]=[C:17]3[C:13]=2[N:14]=[CH:15][NH:16]3)[C:27]2[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=2)[CH:21]=[CH:20]1

Participants

3

Reactant 2

HCID 178478369HCID 178478369, compoundHCID 178511674HCID 178511674, compound

Product 1

HCID 178478725HCID 178478725, compoundYield 9.5%

Conditions

Temperature
140 °C

Procedure

1.31 g of trans-1,4-diaminocyclohexane are brought to its melting temperature (70° C.), 310 mg of product obtained in stage 1 above are added, and the mixture is then heated at 140° C. for approximately 18 hours. The mixture is allowed to return to ambient temperature. Purification is carried out by chromatography on silica with an MeOH—NH4OH: 98-2 mixture for eluent. 4 ml of ethanol and then 2 ml of hydrochloric acid-ethanol (8N) are added. Partial drying followed by washing with ethanol are carried out. Drying is carried out under vacuum. 23 mg of expected product are obtained, in the form of beige-colored crystals.

Workup

  1. additionabove are added
  2. customto return to ambient temperature
  3. customPurification
  4. addition4 ml of ethanol and then 2 ml of hydrochloric acid-ethanol (8N) are added
  5. customPartial drying
  6. washby washing with ethanol
  7. customDrying

Sources & evidence

ORD record
ord-3ca1841ca3db4d3b9d6b8301d75f2b45
Source dataset
uspto-grants-2009_01
Patent number
US07476670B2

Reaction notes

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