Benzene, 1-azido-4-chloro- → HCID 86740029, compound

HRID 1981100Notes

Reaction equation

HRID 1981100 reaction equation
[OH:1][CH:2]1[CH:8]2[CH:9]=[CH:10][CH:3]1[CH:4]1[CH:7]2[N:6]=[N:5]1.[Cl:11][C:12]1[CH:17]=[CH:16][C:15]([N:18]=[N+:19]=[N-:20])=[CH:14][CH:13]=1>C1(C)C=CC=CC=1>[Cl:11][C:12]1[CH:17]=[CH:16][C:15]([N:18]2[N:19]=[N:20][CH:9]3[C:10]42[CH:2]([OH:1])[CH:8]3[CH:7]2[CH:4]([N:5]=[N:6]2)[CH2:3]4)=[CH:14][CH:13]=1

Participants

4

Reactant 2

HCID 76803Benzene, 1-azido-4-chloro-HCID 70539013HCID 70539013, compound

Product 1

HCID 86740029HCID 86740029, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

30 parts of 9-hydroxy-3,4-diazatricyclo[4,2,1,02,5 ]-nona-3,7-diene and 34 parts of p-chlorophenyl azide in 100 parts of toluene were heated at 80° C. for 3 hours, while stirring. The mixture was evaporated down in a rotary evaporator at from 20° to 40° C. and under 20 mbar, after which the residue was digested successively with 100 parts of diethyl ether and 100 parts of petroleum ether, and the product was dried at 20° C. under 1 mbar. 59 parts (92 mole %) of 8-(4-chlorophenyl)-12-hydroxy-3,4,8,9,10-pentazatetracyclo[5,4,1,02,5,07,11 ]dodeca-3,9-diene of melting point 178° C. (decomposition) were obtained (Command No. 1). ##STR20##

Workup

  1. customThe mixture was evaporated down in a rotary evaporator at from 20° to 40° C. and under 20 mbar
  2. customthe product was dried at 20° C. under 1 mbar

Sources & evidence

ORD record
ord-e4a92832d6e14180b475230c7bf79fc6
Source dataset
uspto-grants-1985_04
Patent number
US04512795

Reaction notes

Loading…