2,2,2-Trichloroethyl chloroformate → HCID 54468070, compound

HRID 1763665Notes

Reaction equation

HRID 1763665 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]2[N:11]([CH:12]=1)[CH2:10][CH2:9][C:8]1[CH:13]=[CH:14][CH:15]=[CH:16][C:7]=1[C:6]2=[CH:17][CH2:18][CH2:19][N:20](C)[CH3:21])#[N:2].[Cl:23][C:24]([Cl:31])([Cl:30])[CH2:25][O:26][C:27](Cl)=[O:28]>C1C=CC=CC=1>[C:1]([C:3]1[CH:4]=[C:5]2[N:11]([CH:12]=1)[CH2:10][CH2:9][C:8]1[CH:13]=[CH:14][CH:15]=[CH:16][C:7]=1[C:6]2=[CH:17][CH2:18][CH2:19][N:20]([CH3:21])[C:27]([O:26][CH2:25][C:24]([Cl:31])([Cl:30])[Cl:23])=[O:28])#[N:2]

Participants

4

Reactant 2

HCID 870632,2,2-Trichloroethyl chloroformateHCID 54430348HCID 54430348, compound

Product 1

HCID 54468070HCID 54468070, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

2-Cyano-6,11-dihydro-11-(3-dimethylaminopropylidene)-5H-pyrrolo[2,1-b][3]benzazepine (5 g., 17.2 mmoles) and 2,2,2-trichloroethylchloroformate (4 g., 18.8 mmoles) in 100 ml. benzene were refluxed for 18 hours. The mixture was poured onto water, washed with dilute hydrochloric acid and then with water, dried over sodium sulfate and concentrated under vacuum to yield 7.1 g. of dark red oil. It was adsorbed on 250 g. silica gel and eluted with 2 liters benzene. The eluate was discarded.

Workup

  1. additionThe mixture was poured onto water
  2. washwashed with dilute hydrochloric acid
  3. dry with materialwith water, dried over sodium sulfate
  4. concentrationconcentrated under vacuum
  5. customto yield 7.1 g
  6. washsilica gel and eluted with 2 liters benzene

Sources & evidence

ORD record
ord-102c84ee7cb34854859e390f3b585a10
Source dataset
uspto-grants-1978_09
Patent number
US04112112

Reaction notes

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