Hexahydrophthalic anhydride, cis- → HCID 15017912, compound

HRID 1736891Notes

Reaction equation

HRID 1736891 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]2[N:9]=[C:8]([CH2:10][CH2:11][CH2:12][CH3:13])[N:7]([CH2:14][C:15]3[CH:20]=[CH:19][C:18]([C:21]4[C:22]([C:27]([OH:29])=[O:28])=[CH:23][CH:24]=[CH:25][CH:26]=4)=[CH:17][CH:16]=3)[C:6]=2[CH:30]=1.[C@@H:31]12[C:40](=[O:41])[O:39][C:37](=[O:38])[C@@H:32]1[CH2:33][CH2:34][CH2:35][CH2:36]2>C(Cl)Cl>[CH2:10]([C:8]1[N:7]([CH2:14][C:15]2[CH:20]=[CH:19][C:18]([C:21]3[C:22]([C:27]([OH:29])=[O:28])=[CH:23][CH:24]=[CH:25][CH:26]=3)=[CH:17][CH:16]=2)[C:6]2[CH:30]=[C:2]([NH:1][C:40]([CH:31]3[CH2:36][CH2:35][CH2:34][CH2:33][CH:32]3[C:37]([OH:39])=[O:38])=[O:41])[CH:3]=[CH:4][C:5]=2[N:9]=1)[CH2:11][CH2:12][CH3:13]

Participants

4

Reactant 2

HCID 641660Hexahydrophthalic anhydride, cis-HCID 10363552HCID 10363552, compound

Product 1

HCID 15017912HCID 15017912, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

0.6 g (1.5 mmol) of 4'-[(6-amino-2-n-butyl-benzimidazol-1-yl)-methyl]biphenyl-2-carboxylic acid are dissolved in 150 ml of methylene chloride with heating and cooled to ambient temperature. After the addition of 240 mg (1.55 mmol) of cis-cyclohexan-1,2-dicarboxylic acid anhydride the mixture is stirred for 5 hours at ambient temperature. The reaction product which crystallises out is suction filtered, washed with,methylene chloride and dried in a vacuum drying chamber at 50° C. Yield: 0.58 g (69.8% of theory), Melting point: 186°-188° C. C33H35N3O5 (553.66) Calculated: C 71.59 H 6.37 N 7.59 Found: 71.42 6.56 7.56

Workup

  1. temperaturewith heating
  2. customThe reaction product which crystallises out is suction
  3. filtrationfiltered
  4. washwashed with,methylene chloride
  5. customdried in a vacuum
  6. customdrying chamber at 50° C

Sources & evidence

ORD record
ord-b42546d5b2d244edab8ce8895ad5ce2f
Source dataset
uspto-grants-1996_07
Patent number
US05541229

Reaction notes

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