Chlorosuccinimide → HCID 20515893, compound

HRID 1902226Notes

Reaction equation

HRID 1902226 reaction equation
[CH3:1][N:2]1[C:8](=[O:9])[C:7]2[N:10]=[CH:11][CH:12]=[CH:13][C:6]=2[N:5]2[CH:14]=[N:15][CH:16]=[C:4]2[CH2:3]1.[Cl:17]N1C(=O)CCC1=O>CN(C)C=O>[Cl:17][C:16]1[N:15]=[CH:14][N:5]2[C:6]3[CH:13]=[CH:12][CH:11]=[N:10][C:7]=3[C:8](=[O:9])[N:2]([CH3:1])[CH2:3][C:4]=12

Participants

4

Reactant 2

HCID 31398ChlorosuccinimideHCID 20515888HCID 20515888, compound

Product 1

HCID 20515893HCID 20515893, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

0.56 g (2.6 mmol) of 4,5-dihydro-5-methyl-6H-imidazo[1,5-a]pyrido[2,3-f][1,4]diazepin-6-one and 0.35 g (2.6 mmol) of N-chlorosuccinimide are treated with 10 ml of dimethylformamide and the mixture is stirred at 90°-100° for 30 minutes. After evaporation to dryness, the residue is chromatographed on silica gel using chloroform containing 4% methanol for the elution. After recrystallization from ethyl acetate, there is obtained 3-chloro-4,5-dihydro-5-methyl-6H-imidazo[1,5-a]pyrido[2,3-f][1,4]diazepin-6-one of melting point 247°-248°.

Workup

  1. customAfter evaporation to dryness
  2. customthe residue is chromatographed on silica gel
  3. washfor the elution
  4. customAfter recrystallization from ethyl acetate

Sources & evidence

ORD record
ord-4b11f690e9e948e59193271d1c1b1eb8
Source dataset
uspto-grants-1982_12
Patent number
US04362732

Reaction notes

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