Hydrochloric Acid → HCID 69987865, compound

HRID 1633730Notes

Reaction equation

HRID 1633730 reaction equation
[CH3:1][O:2]/[CH:3]=[C:4](\[C:14]1[N:15]=[CH:16][N:17]([S:19]([N:22]([CH3:24])[CH3:23])(=[O:21])=[O:20])[CH:18]=1)/[C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([N+:11]([O-])=O)[CH:6]=1.Cl.C(=O)(O)[O-].[Na+]>CO.[Zn]>[NH2:11][C:7]1[CH:6]=[C:5](/[C:4](/[C:14]2[N:15]=[CH:16][N:17]([S:19]([N:22]([CH3:24])[CH3:23])(=[O:20])=[O:21])[CH:18]=2)=[CH:3]/[O:2][CH3:1])[CH:10]=[CH:9][CH:8]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 69989066HCID 69989066, compound

Product 1

HCID 69987865HCID 69987865, compound

Reagents, catalysts & solvents 2

HCID 23994ZincCatalystHCID 887MethanolSolvent

Procedure

A solution of Example 46A (0.15 g, 0.43 mmol) in methanol (0.70 mL) was cooled to 0° C., treated with concentrated HCl (0.35 mL), treated with zinc (0.28 g, 4.3 mmol) in portions, stirred at ambient temperature for 20 minutes, neutralized with aqueous sodium bicarbonate solution (15 mL) and extracted with ethyl acetate (4×20 mL). The combined ethyl acetate extracts were dried (Na2SO4) and concentrated to provide the desired product.

Workup

  1. extractionextracted with ethyl acetate (4×20 mL)
  2. dry with materialThe combined ethyl acetate extracts were dried (Na2SO4)
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-4e1f0a2fafc4431c8d6b4006b3071b5d
Source dataset
uspto-grants-2003_01
Patent number
US06503935B1

Reaction notes

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