Dicyclohexylcarbodiimide → HCID 13656468, compound

HRID 579753Notes

Reaction equation

HRID 579753 reaction equation
[NH2:1][CH:2]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[CH2:6][S:5][C:4]2[CH:13]=[CH:14][C:15]([CH3:17])=[CH:16][C:3]1=2.[F:18][C:19]1[CH:24]=[CH:23][C:22]([N:25]2[CH2:30][CH2:29][N:28]([CH2:31][CH2:32][CH2:33][C:34](O)=[O:35])[CH2:27][CH2:26]2)=[CH:21][CH:20]=1.C1(N=C=NC2CCCCC2)CCCCC1>C(Cl)Cl>[F:18][C:19]1[CH:20]=[CH:21][C:22]([N:25]2[CH2:26][CH2:27][N:28]([CH2:31][CH2:32][CH2:33][C:34]([NH:1][CH:2]3[C:8]4[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=4[CH2:6][S:5][C:4]4[CH:13]=[CH:14][C:15]([CH3:17])=[CH:16][C:3]3=4)=[O:35])[CH2:29][CH2:30]2)=[CH:23][CH:24]=1

Participants

5

Reactant 3

HCID 10868DicyclohexylcarbodiimideHCID 14879738HCID 14879738, compoundHCID 20136405HCID 20136405, compound

Product 1

HCID 13656468HCID 13656468, compoundYield 41.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 2.4 g of 11-amino-2-methyl-6,11-dihydrodibenzo[b,e]thiepin, 2.9 g of 4-[4-(4-fluorophenyl)-1-piperazinyl]butyric acid, 2.3 g of dicyclohexylcarbodiimide and 50 ml of methylene chloride is stirred at room temperature for 15 hours. After removal of the precipitated crystals by filtration, the filtrate is concentrated under reduced pressure. The residue is recrystallized from ethyl acetate to give 2.0 g of the title compound, m.p. 205°-207° C.

Workup

  1. customAfter removal of the precipitated crystals
  2. filtrationby filtration
  3. concentrationthe filtrate is concentrated under reduced pressure
  4. customThe residue is recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-2d1dfee4699446ed98b5cf0116111153
Source dataset
uspto-grants-1988_06
Patent number
US04749703

Reaction notes

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