Sodium Hydroxide → HCID 11045018, compound

HRID 2379809Notes

Reaction equation

HRID 2379809 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-9238bcd9d74a4e2c8060f56da69b3530
Source dataset
uspto-grants-1994_11
Patent number
US05364871

Reaction notes

Loading…