Pyridine → HCID 12521648, compound

HRID 1606453Notes

Reaction equation

HRID 1606453 reaction equation
[Cl:1][C:2]1[C:17]([Cl:18])=[CH:16][C:5]2[NH:6][C:7](=[O:15])[C:8]3[CH2:14][S:13][CH2:12][C:9]=3[N:10]([CH3:11])[C:4]=2[CH:3]=1.N1C=CC=CC=1.ClN1C(=O)CCC1=O>O>[Cl:1][C:2]1[C:17]([Cl:18])=[CH:16][C:5]2[NH:6][C:7](=[O:15])[C:8]3[C:9](=[CH:12][S:13][CH:14]=3)[N:10]([CH3:11])[C:4]=2[CH:3]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 31398ChlorosuccinimideHCID 12521637HCID 12521637, compound

Product 1

HCID 12521648HCID 12521648, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a suspension of 0.40 g. of 6,7-dichloro-1,3,4,9-tetrahydro-4-methyl-10H-thieno[3,4-b] [1,5]benzodiazepin-10-one in 2.7 ml. of dry pyridine is added, in portions, a total of 0.18 g. of N-chlorosuccinimide. The resulting solution is heated on a steam bath for 15 minutes, cooled and diluted with water. The solid which separates is collected and recrystallized from methanol-water to give off-white crystals, m.p. 270°-272°C. (dec.).

Workup

  1. additionTo a suspension of 0.40 g
  2. temperatureThe resulting solution is heated on a steam bath for 15 minutes
  3. temperaturecooled
  4. customThe solid which separates is collected
  5. customrecrystallized from methanol-water
  6. customto give off-white crystals, m.p. 270°-272°C. (dec.)

Sources & evidence

ORD record
ord-e2a2688f0fa64f8f88dc062cf7cfa63e
Source dataset
uspto-grants-1976_04
Patent number
US03953430

Reaction notes

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