Benzylamine → HCID 178526322, compound

HRID 478852Notes

Reaction equation

HRID 478852 reaction equation
[CH:1](=[C:8]1[NH:12][C:11](=[O:13])[C:10]([N:14]=[O:15])=[C:9]1OC)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:18]([NH2:25])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>CO>[CH2:18]([NH:25][C:9]1[C:8](=[CH:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[NH:12][C:11](=[O:13])[C:10]=1[N:14]=[O:15])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Participants

4

Reactant 2

HCID 7504BenzylamineHCID 85039982HCID 85039982, compound

Product 1

HCID 178526322HCID 178526322, compoundYield 60%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 0.11 g (0.5 mmol) 5-benzylidene-4-methoxy-3-nitroso-1,5-dihydropyrrol-2-one (prepared by the method of H. Poschenrieder et al (Arch. Pharm. Pharm. Med. Chem. 1998, vol. 331, pp. 389-394) and Stachel et al (J. Heterocycl. Chem. 1980, vol. 17, pp. 1195-1199 and Liebigs Ann. Chem. 1985, pp. 1692-1696)) in methanol was boiled under reflux with 0.25 ml (0.25 mmol) benzylamine for two minutes. The compound 4-benzylamino-5-benzylidene-3-nitroso-1,5-dihydropyrrol-2-one was obtained as red-violet crystals in a yield of 60% after recrystallization from methanol. The compound decomposes at 220° C.

Sources & evidence

ORD record
ord-8763f5a832634f9cbc6b26ea9daf3ef6
Source dataset
uspto-grants-2003_11
Patent number
US06642267B2

Reaction notes

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