Hydrochloric Acid → HCID 86753950, compound

HRID 1418925Notes

Reaction equation

HRID 1418925 reaction equation
[CH2:1]([NH:4][CH2:5][C:6]1[O:10][C:9]([C:11]2[N:12]=[CH:13][N:14]3[C:20]4[CH:21]=[CH:22][S:23][C:19]=4[C:18](=[O:24])[N:17]4[CH2:25][CH2:26][C@H:16]4[C:15]=23)=[N:8][CH:7]=1)[CH2:2][CH3:3].[ClH:27]>C(O)C>[ClH:27].[CH2:1]([NH:4][CH2:5][C:6]1[O:10][C:9]([C:11]2[N:12]=[CH:13][N:14]3[C:20]4[CH:21]=[CH:22][S:23][C:19]=4[C:18](=[O:24])[N:17]4[CH2:25][CH2:26][C@H:16]4[C:15]=23)=[N:8][CH:7]=1)[CH2:2][CH3:3]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86753948HCID 86753948, compound

Product 1

HCID 86753950HCID 86753950, compoundYield 76%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

0.23 g (0.00062 mol) of (S)-1-(5-propylaminomethyl-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 15 ml of ethanol was treated with 0.18 ml (0.00065 mol) of 3.7N ethanolic hydrochloric acid. The yellow solution was concentrated to 5 ml and treated with 15 ml of ethyl acetate. After stirring at 0° for 1/2 hr. the suspension was suction filtered. There was obtained 0.19 g (76%) of (S)-1-(5-propylaminomethyl-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 white crystals; m.p. 218°-220° (dec.) and [α]D20 =-285.3° (H2O, c=3%).

Workup

  1. concentrationThe yellow solution was concentrated to 5 ml
  2. additiontreated with 15 ml of ethyl acetate
  3. filtrationfiltered

Sources & evidence

ORD record
ord-b11e6e1d427d41ed87837c8316df0d60
Source dataset
uspto-grants-1999_03
Patent number
US05885986

Reaction notes

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