Hydrochloric Acid → HCID 86753956, compound

HRID 1737353Notes

Reaction equation

HRID 1737353 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][CH:26]=[CH:27][C:22]=4[C:21](=[O:28])[N:20]4[CH2:29][CH2:30][C@H:19]4[C:18]=23)[S:12][CH:13]=1)[CH2:5][CH2:6][CH3:7])[CH2:2][CH3:3].[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][CH:26]=[CH:27][C:22]=4[C:21](=[O:28])[N:20]4[CH2:29][CH2:30][C@H:19]4[C:18]=23)[S:12][CH:13]=1)[CH2:5][CH2:6][CH3:7])[CH2:2][CH3:3]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86753955HCID 86753955, compound

Product 1

HCID 86753956HCID 86753956, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

0.97 g (0.0023 mol) of (S)-1-(4-dipropylaminomethyl-thiazol-2-yl)-12,12a-dihydro-9H,11H-azeto[2,1-c]imidazo[1,5-a][1,4]benzodiazepin-9-one in 30 ml of ethanol was treated with 0.48 ml (0.0023 mol) of 4.78N ethanolic hydrochloric acid. After stirring at room temperature for 10 minutes the solution obtained was completely freed from the solvents. The residue was recrystallized from ethanol/ether. There was obtained 0.77 g (82%) of (S)-1-(4-dipropylaminomethyl-thiazol-2-yl)-12,12a-dihydro-9H,11H-azeto[2,1-c]imidazo[1,5-a][1,4]benzodiazepin-9-one hydrochloride (1:1) as white crystals; m.p. 225-228° and [α]D20 =-306.1° (MeOH, c=1%).

Workup

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

Sources & evidence

ORD record
ord-22e1b8e93da54fe39501abe8686c689f
Source dataset
uspto-grants-1999_10
Patent number
US05962450

Reaction notes

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