Thionyl Chloride → HCID 20523292, compound

HRID 223218Notes

Reaction equation

HRID 223218 reaction equation
O[CH2:2][C:3]1[N:4]=[CH:5][N:6]2[C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=3[C:10](=[O:17])[N:9]([CH3:18])[CH2:8][C:7]=12.S(Cl)([Cl:21])=O>C1C=CC=CC=1>[Cl:21][CH2:2][C:3]1[N:4]=[CH:5][N:6]2[C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=3[C:10](=[O:17])[N:9]([CH3:18])[CH2:8][C:7]=12

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 198516024,5-dihydro-3-(hydroxymethyl)-5-methyl-6H-imidazo[1,5-a][1,4]benzodiazepin-6-one

Product 1

HCID 20523292HCID 20523292, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

6 g (24.6 mmol) of 4,5-dihydro-3-(hydroxymethyl)-5-methyl-6H-imidazo[1,5-a][1,4]benzodiazepin-6-one and 4.45 g of thionyl chloride are heated to boiling under reflux for 2 hours in 50 ml of benzene. The mixture is evaporated to dryness, the residue is taken up in chloroform and washed with 2 N sodium hydroxide. The organic phase is dried over magnesium sulphate and, after removal of the solvent, there is obtained 3-(chloromethyl)-4,5-dihydro-5-methyl-6H-imidazo[1,5-a][1,4]benzodiazepin-6-one of melting point 277°-280°.

Workup

  1. customThe mixture is evaporated to dryness
  2. washwashed with 2 N sodium hydroxide
  3. dry with materialThe organic phase is dried over magnesium sulphate
  4. customafter removal of the solvent

Sources & evidence

ORD record
ord-2ba6684a121c4e629236dc557e8417f6
Source dataset
uspto-grants-1982_10
Patent number
US04352818

Reaction notes

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