Putrescine → HCID 12204569, compound

HRID 1439174Notes

Reaction equation

HRID 1439174 reaction equation
[C:1]([C:9]1[CH:17]=[CH:16][CH:15]=[CH:14][C:10]=1[C:11]([OH:13])=O)(=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:18]([NH2:23])[CH2:19][CH2:20][CH2:21][NH2:22].ClC1C=CC=CC=1Cl>O>[C:2]1([C:1]23[NH:23][CH2:18][CH2:19][CH2:20][CH2:21][N:22]2[C:11](=[O:13])[C:10]2[C:9]3=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 1045PutrescineHCID 68132-Benzoylbenzoic AcidHCID 72391,2-Dichlorobenzene

Product 1

HCID 12204569HCID 12204569, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

22.6 Parts of o-benzoyl-benzoic acid and 10.1 parts of 1,4-butanediamine in 100 parts by volume of o-dichlorobenzene are heated within 2 hours to 179° whereby reaction water and a little dichlorobenzene azeotropically distill off. The solvent is then distilled off in vacuo whereupon an oil remains which spontaneously crystallises after some time. On recrystallising from benzene, the pure 11b-phenyl-1,2,3,4,5,11b-hexahydro-7H-[1,3]-diazepino[2,1-a]isoindol-7-one is obtained of the formula ##STR21## It melts at 180°-181°. On using o-(p'-chlorobenzoyl)-benzoic acid, 11b-(p-chlorophenyl)-1,2,3,4,5,11b-hexahydro-7H-[1,3]diazepino[2,1-a]isoindol-7-one is obtained in the same manner. It melts at 134°-135°.

Workup

  1. distillationa little dichlorobenzene azeotropically distill off
  2. distillationThe solvent is then distilled off in vacuo whereupon an oil
  3. customspontaneously crystallises after some time
  4. customOn recrystallising from benzene

Sources & evidence

ORD record
ord-973d1f4e13c34a99bbf12130faea811a
Source dataset
uspto-grants-1977_11
Patent number
US04058529

Reaction notes

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