Hydrochloric Acid → HCID 86753952, compound

HRID 1737343Notes

Reaction equation

HRID 1737343 reaction equation
[CH2:1]([N:4]([CH2:8][C:9]1[O:13][C:12]([C:14]2[N:15]=[CH:16][N:17]3[C:23]4[CH:24]=[CH:25][S:26][C:22]=4[C:21](=[O:27])[N:20]4[CH2:28][CH2:29][C@H:19]4[C:18]=23)=[N:11][CH:10]=1)[CH2:5][CH2:6][CH3:7])[CH2:2][CH3:3].[ClH:30]>C(OCC)(=O)C>[ClH:30].[CH2:1]([N:4]([CH2:8][C:9]1[O:13][C:12]([C:14]2[N:15]=[CH:16][N:17]3[C:23]4[CH:24]=[CH:25][S:26][C:22]=4[C:21](=[O:27])[N:20]4[CH2:28][CH2:29][C@H:19]4[C:18]=23)=[N:11][CH:10]=1)[CH2:5][CH2:6][CH3:7])[CH2:2][CH3:3]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86753951HCID 86753951, compound

Product 1

HCID 86753952HCID 86753952, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

0.92 g (0.00224 mol) of (S)-1-(5-dipropylaminomethyl-oxazol-2-yl)-11,11a-dihydro-8H,10H-azeto[1,2-a]imidazo[5,1-c]thieno[3,2-e][1,4]diazepin-8-one in 50 ml of ethyl acetate was treated with 0.67 ml (0.00246 mol) of 3.7N ethanolic hydrochloric acid. After stirring at 0° for 1/2 hr. the suspension was suction filtered. The yellowish crystals were dissolved in hot acetonitrile and recrystallized by the addition of ether. There was obtained 0.88 g (88%) of (S)-1-(5-dipropylaminomethyl-oxazol-2-yl)-11,11a-dihydro-8H,10H-azeto[1,2-a]imidazo[5,1-c]thieno[3,2-e][1,4]diazepin-8-one hydrochloride (1:1) as whitish crystals; m.p. 233-236° (dec.) and [α]D20 =-29.2° (H2O, c=1%).

Workup

  1. filtrationsuction filtered
  2. dissolutionThe yellowish crystals were dissolved in hot acetonitrile
  3. customrecrystallized by the addition of ether

Sources & evidence

ORD record
ord-e52d387800ae4b6eba53a0db4df1b175
Source dataset
uspto-grants-1999_10
Patent number
US05962450

Reaction notes

Loading…