Hydrochloric Acid → HCID 14950175, compound

HRID 1194002Notes

Reaction equation

HRID 1194002 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[CH:10]=[C:9]([S:11](=[O:14])(=[O:13])[NH2:12])[S:8](=[O:16])(=[O:15])[C:7]=2[CH:17]=1.[BH4-].[Na+].Cl>CS(C)=O.C(O)C>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[CH2:10][CH:9]([S:11](=[O:13])(=[O:14])[NH2:12])[S:8](=[O:15])(=[O:16])[C:7]=2[CH:17]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 4311764Sodium borohydrideHCID 14950174HCID 14950174, compound

Product 1

HCID 14950175HCID 14950175, compound

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolventHCID 702EthanolSolvent

Procedure

The product from Step A (200 mg) was dissolved in 1.5 ml of DMSO and was added rapidly dropwise to a solution of 200 mg of NaBH4 in 5 ml of 95% ethanol. After 30 minutes, the mixture was poured into dilute HCl and extracted with ethyl acetate. The extract was washed with water, and brine and dried (Na2SO4) and evaporated to dryness. The residue was pure by TLC and the structure was not contraindicated by 'H-NMR. Mass spectrum shows m/e=277. Calc'd for C9H11NO5S2 : C, 38.98; N, 5.05; H, 4.00%. Found: C, 39.34; N, 5.15; H, 3.95%.

Workup

  1. extractionextracted with ethyl acetate
  2. washThe extract was washed with water, and brine
  3. dry with materialdried (Na2SO4)
  4. customevaporated to dryness

Sources & evidence

ORD record
ord-7d1b4ddd60a6458c82be02c88e44b009
Source dataset
uspto-grants-1989_03
Patent number
US04812463

Reaction notes

Loading…