Chlorosuccinimide → HCID 23333598, compound

HRID 904191Notes

Reaction equation

HRID 904191 reaction equation
[CH3:1][N:2]1[CH2:8][C:7]2[CH:9]=[CH:10][CH:11]=[CH:12][C:6]=2[C:5](=[O:13])[C:4]2[CH:14]=[C:15]([CH2:18][C:19]([O:21]C)=[O:20])[CH:16]=[CH:17][C:3]1=2.[Cl:23]N1C(=O)CCC1=O>C(Cl)(Cl)Cl>[Cl:23][C:17]1[C:3]2[N:2]([CH3:1])[CH2:8][C:7]3[CH:9]=[CH:10][CH:11]=[CH:12][C:6]=3[C:5](=[O:13])[C:4]=2[CH:14]=[C:15]([CH2:18][C:19]([OH:21])=[O:20])[CH:16]=1

Participants

4

Reactant 2

HCID 31398ChlorosuccinimideHCID 23333585HCID 23333585, compound

Product 1

HCID 23333598HCID 23333598, compoundYield 56.1%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Methyl 5,6-dihydro-5-methyl-11-oxodibenz[b,e]azepine-2-acetate (2.0 g) was dissolved in chloroform (50 ml), and the solution was refluxed for 2 hours with the addition of N-chlorosuccinimide (1.4 g). The reaction mixture was treated in the same manner as described in Example 8 to obtain 5,6-dihydro-4-chloro-5-methyl-11-oxodibenz[b,e]azepine-2-acetic acid (1.2 g) having a melting point of 168.0°-170° C. (prismatic crystals).

Workup

  1. additionThe reaction mixture was treated in the same manner

Sources & evidence

ORD record
ord-20d5175bbafd4c9dbf0cc8b911a895ca
Source dataset
uspto-grants-1980_10
Patent number
US04230703

Reaction notes

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