Pyridine → HCID 12521644, compound

HRID 1863167Notes

Reaction equation

HRID 1863167 reaction equation
[CH3:1][C:2]1[C:16]([CH3:17])=[CH:15][C:5]2[NH:6][C:7](=[O:14])[C:8]3[CH2:13][S:12][CH2:11][C:9]=3[NH:10][C:4]=2[CH:3]=1.N1C=CC=CC=1.ClN1C(=O)CCC1=O>O>[CH3:1][C:2]1[C:16]([CH3:17])=[CH:15][C:5]2[NH:6][C:7](=[O:14])[C:8]3[C:9](=[CH:11][S:12][CH:13]=3)[NH:10][C:4]=2[CH:3]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 31398ChlorosuccinimideHCID 12521634HCID 12521634, compound

Product 1

HCID 12521644HCID 12521644, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a slurry of 18.8 g. of 6,7-dimethyl-1,3,4,9-tetrahydro-10H-thieno[3,4-b][1,5]benzodiazepin-10-one in 150 ml. of pyridine, stirred in an ice bath, is added 10.1 g. of N-chlorosuccinimide portionwise over 15 minutes. The mixture is heated on a steam bath for 30 minutes, poured into one liter of water and allowed to stand overnight. The solid is filtered, washed with water, 1 N hydrochloric acid, three times with water and diethyl ether and dried giving the desired final product, mp. 233°-238° C. (dec.).

Workup

  1. additionis added 10.1 g
  2. temperatureThe mixture is heated on a steam bath for 30 minutes
  3. filtrationThe solid is filtered
  4. washwashed with water, 1 N hydrochloric acid, three times with water and diethyl ether
  5. customdried

Sources & evidence

ORD record
ord-b8e202c9265443288fb92b5fe5422ee5
Source dataset
uspto-grants-1979_09
Patent number
US04168269

Reaction notes

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