Hydrochloric Acid → HCID 86753956, compound

HRID 1418937Notes

Reaction equation

HRID 1418937 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-7752d0fcda2048099b2fc1478bc0cbd8
Source dataset
uspto-grants-1999_03
Patent number
US05885986

Reaction notes

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