Phenyl isocyanate → HCID 19752373, compound

HRID 1995327Notes

Reaction equation

HRID 1995327 reaction equation
C[CH:2]1[N:11]2[C:6]3[C:7](=[CH:16][CH:17]=[C:18](C4NN=NN=4)[C:5]=3[CH2:4][CH2:3]1)[C:8](=[O:15])[C:9]([C:12]([OH:14])=[O:13])=[CH:10]2.C1(N=C=O)C=CC=CC=1>O>[O:15]=[C:8]1[C:7]2=[CH:16][CH:17]=[CH:18][C:5]3=[C:6]2[N:11]([CH2:2][CH:3]=[CH:4]3)[CH:10]=[C:9]1[C:12]([OH:14])=[O:13]

Participants

4

Reactant 2

HCID 7672Phenyl isocyanateHCID 178422583HCID 178422583, compound

Product 1

HCID 19752373HCID 19752373, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
150 °C

Procedure

A mixture of 1.0 g of 6,7-dihydro-5-methyl-1-oxo-8-(5-tetrazolyl)-1H,5H-benzo[ij]quinolizine-2-carboxylic acid and 5 ml (46 mmole) of phenyl isocyanate was heated at 150° C. for one hour. The mixture was then cooled and water was added. The solid was separated by filtration and recrystallized twice from aqueous N,N-dimethylformamide to provide 6,7-dihydro-5-methyl-8-[2-(5-N-anilino)-1,3,4-oxadiazolyl)]-1-oxo-1H,5H-benzo[ij]quinolizine-2-carboxylic acid solvated with N,N-dimethylformamide m.p. >300° C. Analysis: Calculated for C22H18N4O4.C3H7NO: %C, 63.1; %H, 5.3; %N, 14.7; Found: %C, 63.1; %H, 5.3; %N, 15.1.

Workup

  1. temperatureThe mixture was then cooled
  2. customThe solid was separated by filtration
  3. customrecrystallized twice from aqueous N,N-dimethylformamide

Sources & evidence

ORD record
ord-234215e2243a4c358453e64620850b76
Source dataset
uspto-grants-1983_09
Patent number
US04404207

Reaction notes

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