Sodium Hydroxide → HCID 11045018, compound

HRID 1491827Notes

Reaction equation

HRID 1491827 reaction equation
[OH-].[Na+].[C:3]([NH:6][CH2:7][C:8]1[N:13]=[C:12]([C:14]2[N:15]=[C:16]([NH:19][C:20]([NH:22]C(=O)C3C=CC=CC=3)=[S:21])[S:17][CH:18]=2)[CH:11]=[CH:10][CH:9]=1)(=[O:5])[CH3:4]>O.CO>[C:3]([NH:6][CH2:7][C:8]1[N:13]=[C:12]([C:14]2[N:15]=[C:16]([NH:19][C:20]([NH2:22])=[S:21])[S:17][CH:18]=2)[CH:11]=[CH:10][CH:9]=1)(=[O:5])[CH3:4]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 11133382HCID 11133382, compound

Product 1

HCID 11045018HCID 11045018, compoundYield 91%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

A solution of sodium hydroxide (0.8 g) in water (8 ml) was added to a suspension of 4-(6-acetylaminomethylpyridin-2-yl)-2-(3-benzoylthioureido)thiazole (8.0 g) in methanol (80 ml) and the mixture was stirred at 50°-60° C. for 1 hour. Following evaporation in vacuo, the residue was mixed with water and the mixture was adjusted to pH 7.5 with 6N-hydrochloric acid. The mixture was extracted with the mixture of tetrahydrofuran and ethyl acetate and extract layer was washed with brine, dried over magnesium sulfate and evaporated in vacuo to give 4-(6-acetylaminomethylpyridin-2-yl)-2-thioureidothiazole (5.44 g).

Workup

  1. customevaporation in vacuo
  2. additionthe residue was mixed with water
  3. extractionThe mixture was extracted with the mixture of tetrahydrofuran and ethyl acetate
  4. extractionextract layer
  5. washwas washed with brine
  6. dry with materialdried over magnesium sulfate
  7. customevaporated in vacuo

Sources & evidence

ORD record
ord-a15941b95fcc4d6380b7fb93ef431944
Source dataset
uspto-grants-1994_12
Patent number
US05371097

Reaction notes

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