Iodine → HCID 18634703, compound

HRID 1606968Notes

Reaction equation

HRID 1606968 reaction equation
[Cl:1][C:2]1[C:7]2[C:8](=[O:19])[N:9]3[CH2:18][CH2:17][CH2:16][C@H:10]3[C:11]3[N:12]([CH:13]=[N:14][CH:15]=3)[C:6]=2[CH:5]=[CH:4][CH:3]=1.[I:20]I>CN(C)C=O>[Cl:1][C:2]1[C:7]2[C:8](=[O:19])[N:9]3[CH2:18][CH2:17][CH2:16][C@H:10]3[C:11]3[N:12]([CH:13]=[N:14][C:15]=3[I:20])[C:6]=2[CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 807IodineHCID 18634706HCID 18634706, compound

Product 1

HCID 18634703HCID 18634703, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

27.3 g (100 mmol) of (S)-8-chloro-11,12,13,13a-tetrahydro-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepin-9-one was stirred at 100° for 3 hours with 88 g (350 mmol) of iodine in 200 ml of N,N-dimethylformamide. The reaction mixture was cooled, the separated product was filtered off, rinsed with ethyl acetate and, after drying, there was obtained (S)-8-chloro-11,12,13,13a-tetrahydro-1-iodo-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepin-9-one of melting point 298°-300°.

Workup

  1. temperatureThe reaction mixture was cooled
  2. filtrationthe separated product was filtered off
  3. washrinsed with ethyl acetate
  4. customafter drying

Sources & evidence

ORD record
ord-c12b79f4e414448aa4534f5e06bb3d3b
Source dataset
uspto-grants-1989_09
Patent number
US04863920

Reaction notes

Loading…