Water → HCID 54300362, compound

HRID 223224Notes

Reaction equation

HRID 223224 reaction equation
[CH:1]1[N:2]=[CH:3][N:4]2[C:10]3[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=3[C:8](=[O:15])[N:7]3[CH2:16][CH2:17][CH2:18][C@H:6]3[C:5]=12.[Cl:19]N1C(=O)CCC1=O.O>CN(C)C=O>[Cl:19][C:1]1[N:2]=[CH:3][N:4]2[C:10]3[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=3[C:8](=[O:15])[N:7]3[CH2:16][CH2:17][CH2:18][C@H:6]3[C:5]=12

Participants

5

Reactant 3

HCID 962WaterHCID 31398ChlorosuccinimideHCID 54051837HCID 54051837, compound

Product 1

HCID 54300362HCID 54300362, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

2.5 g (10.4 mmol) of (S)-11,12,13,13a-tetrahydro-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepin-9-one in 20 ml of dimethylformamide are stirred at room temperature for 1 hour and at 75° for 20 minutes with 1.40 g (10.4 mmol) of N-chlorosuccinimide. The solution is poured into water and extracted with chloroform. The chloroform extracts are washed several times with water, dried over magnesium sulphate and evaporated. By chromatography of the residue on a silica gel column there is obtained (S)-1-chloro-11,12,13,13a-tetrahydro-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepin-9-one of melting point 233°-234.5°.

Workup

  1. extractionextracted with chloroform
  2. washThe chloroform extracts are washed several times with water
  3. dry with materialdried over magnesium sulphate
  4. customevaporated

Sources & evidence

ORD record
ord-f3e9784893c648ceb65823e359ff2e0e
Source dataset
uspto-grants-1982_10
Patent number
US04352818

Reaction notes

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