Hydrochloric Acid → 3-(4-diallylaminomethyl-thiazol-2-yl)-8-fluoro-5-methyl-5,6-dihydro-4H-imidazo[1,5-a][1,4]benzodiazepin-6-one hydrochloride

HRID 1418958Notes

Reaction equation

HRID 1418958 reaction equation
[CH2:1]([N:4]([CH2:8][C:9]1[N:10]=[C:11]([C:14]2[N:15]=[CH:16][N:17]3[C:23]4[CH:24]=[CH:25][C:26]([F:28])=[CH:27][C:22]=4[C:21](=[O:29])[N:20]([CH3:30])[CH2:19][C:18]=23)[S:12][CH:13]=1)[CH2:5][CH:6]=[CH2:7])[CH:2]=[CH2:3].[ClH:31]>C(O)C>[ClH:31].[CH2:1]([N:4]([CH2:8][C:9]1[N:10]=[C:11]([C:14]2[N:15]=[CH:16][N:17]3[C:23]4[CH:24]=[CH:25][C:26]([F:28])=[CH:27][C:22]=4[C:21](=[O:29])[N:20]([CH3:30])[CH2:19][C:18]=23)[S:12][CH:13]=1)[CH2:5][CH:6]=[CH2:7])[CH:2]=[CH2:3]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 218422383-(4-diallylaminomethyl-thiazol-2-yl)-8-fluoro-5-methyl-5,6-dihydro-4H-imidazo[1,5-a][1,4]benzodiazepin-6-one

Product 1

HCID 218422373-(4-diallylaminomethyl-thiazol-2-yl)-8-fluoro-5-methyl-5,6-dihydro-4H-imidazo[1,5-a][1,4]benzodiazepin-6-one hydrochlorideYield 80%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

0.90 g (0.00212 mol) of 3-(4-diallylaminomethyl-thiazol-2-yl)-8-fluoro-5-methyl-5,6-dihydro-4H-imidazo[1,5-a][1,4]-benzodiazepin-6-one in 40 ml of ethanol was treated with 0.45 ml (0.00215 mol) of 4.78N ethanolic hydrochloric acid. After stirring at room temperature for 15 minutes the solution obtained was completely freed from the solvents. The residue was recrystallized from ethanol/ether. There was obtained 0.78 g (80%) of 3-(4-diallylaminomethyl-thiazol-2-yl)-8-fluoro-5-methyl-5,6-dihydro-4H-imidazo[1,5-a][1,4]benzodiazepin-6-one hydrochloride (1:1) as white crystals; m.p. 152°-155°.

Workup

  1. customobtained
  2. customThe residue was recrystallized from ethanol/ether

Sources & evidence

ORD record
ord-22339b871ed049e4905d9d8436873668
Source dataset
uspto-grants-1999_03
Patent number
US05885986

Reaction notes

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