Pyridine → HCID 12521646, compound

HRID 371639Notes

Reaction equation

HRID 371639 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]([CH3:12])[C:10]3[CH2:13][S:14][CH2:15][C:9]=3[C:8](=[O:16])[NH:7][C:6]=2[CH:17]=1.ClC1C=CC2N(C)C(=O)C3CSCC=3NC=2C=1.N1C=CC=CC=1.ClN1C(=O)CCC1=O>O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]([CH3:12])[C:10]3=[CH:13][S:14][CH:15]=[C:9]3[C:8](=[O:16])[NH:7][C:6]=2[CH:17]=1

Participants

6

Reactant 4

HCID 1049PyridineHCID 31398ChlorosuccinimideHCID 20355327HCID 20355327, compoundHCID 20355348HCID 20355348, compound

Product 1

HCID 12521646HCID 12521646, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a suspension of 0.53 g. of the mixture of 7-chloro-4-methyl-1,3,4,9-tetrahydro-10H-thieno[3,4-b][1,5]benzodiazepin-10-one and 6-chloro-9-methyl-1,3,4,9-tetrahydro-10H-thieno[3,4-b][1,5]benzodiazepin-10-one (prepared as described in Example 17) in 5 ml. of dry pyridine is added, in portions, 0.27 g. of N-chlorosuccinimide. The resulting solution is heated on a steam bath for 15-20 minutes, cooled, diluted with water and filtered. The solid is recrystallized from methanol to give a yellow solid which consists of the single isomer of the title, m.p. 244°-246° C. (dec.).

Workup

  1. additionTo a suspension of 0.53 g
  2. temperatureThe resulting solution is heated on a steam bath for 15-20 minutes
  3. temperaturecooled
  4. filtrationfiltered
  5. customThe solid is recrystallized from methanol
  6. customto give a yellow solid which

Sources & evidence

ORD record
ord-b3fb5c221f92411caf493762d122cf9c
Source dataset
uspto-grants-1978_05
Patent number
US04087421

Reaction notes

Loading…