Ammonium Chloride → HCID 89690257, compound

HRID 2203097Notes

Reaction equation

HRID 2203097 reaction equation
[C:1]([C:3]1[N:4]=[C:5]([C:8](OCC)=[O:9])[S:6][CH:7]=1)#[N:2].[BH4-].[Na+].[NH4+].[Cl-]>CO>[OH:9][CH2:8][C:5]1[S:6][CH:7]=[C:3]([C:1]#[N:2])[N:4]=1

Participants

5

Reactant 3

HCID 25517Ammonium ChlorideHCID 4311764Sodium borohydrideHCID 15080589HCID 15080589, compound

Product 1

HCID 89690257HCID 89690257, compoundYield 97.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of ethyl 4-cyano-1,3-thiazole-2-carboxylate (336 mg) in MeOH (10 ml) was added NaBH4 (140 mg), and the mixture was stirred at room temperature for 3 h. The mixture was poured into saturated NH4Cl solution, concentrated in vacuo, and extracted with EtOAc. The extract was washed with brine, dried over MgSO4, and concentrated in vacuo to give the title compound (253 mg) as a yellow oil.

Workup

  1. concentrationconcentrated in vacuo
  2. extractionextracted with EtOAc
  3. washThe extract was washed with brine
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-e07eaa2a27f44fb3a73e1865600057c1
Source dataset
uspto-grants-2016_06
Patent number
US09365540B2

Reaction notes

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