Sodium Chloride → HCID 69021734, compound

HRID 860813Notes

Reaction equation

HRID 860813 reaction equation
[NH2:1][NH2:2].[Cl:3][C:4]1[CH:5]=[C:6]([CH:10]2[C:16]3[CH:17]=[C:18]([CH:21]([C:28]4[CH:33]=[CH:32][C:31]([Cl:34])=[CH:30][CH:29]=4)[C:22]4[N:26]([CH3:27])[CH:25]=[N:24][CH:23]=4)[CH:19]=[CH:20][C:15]=3[NH:14][C:13](=S)[CH2:12][S:11]2)[CH:7]=[CH:8][CH:9]=1.[Na+].[Cl-]>C1COCC1>[Cl:3][C:4]1[CH:5]=[C:6]([CH:10]2[C:16]3[CH:17]=[C:18]([CH:21]([C:28]4[CH:33]=[CH:32][C:31]([Cl:34])=[CH:30][CH:29]=4)[C:22]4[N:26]([CH3:27])[CH:25]=[N:24][CH:23]=4)[CH:19]=[CH:20][C:15]=3[N:14]=[C:13]([NH:1][NH2:2])[CH2:12][S:11]2)[CH:7]=[CH:8][CH:9]=1

Participants

5

Reactant 3

HCID 5234Sodium ChlorideHCID 9321HydrazineHCID 86591160HCID 86591160, compound

Product 1

HCID 69021734HCID 69021734, compoundYield 71.9%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Hydrazine (3.2 ml) was added at room temperature to a mixture of 5-(3-chlorophenyl)-7-[(4-chlorophenyl)(1-methyl-1H-imidazol-5-yl)methyl]-1,5-dihydro-4,1-benzothiazepine-2(3H)-thione (described in Example B16a) (0.0063 mol) in THF (35 ml). The mixture was stirred at room temperature for 30 min, poured out into ice water, saturated with NaCl and extracted with DCM and a small amount of methanol. The organic layer was separated, dried, filtered and the solvent was evaporated, yielding 2.3 g (71.9%) of 5-(3-chlorophenyl)-7-[(4-chlorophenyl)(1-methyl-1H-imidazol-5-yl)methyl]-2-hydrazino-3,5-dihydro-4,1-benzothiazepine.

Workup

  1. extractionextracted with DCM
  2. customThe organic layer was separated
  3. customdried
  4. filtrationfiltered
  5. customthe solvent was evaporated

Sources & evidence

ORD record
ord-5e9499c4ad0e488485278711a4c29101
Source dataset
uspto-grants-2006_12
Patent number
US07153958B2

Reaction notes

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