Sodium Hydroxide → HCID 18956285, compound

HRID 2379830Notes

Reaction equation

HRID 2379830 reaction equation
[OH-].[Na+].C([NH:11][C:12](=[S:31])[NH:13][C:14]1[S:15][CH:16]=[C:17]([C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([CH2:25][NH:26][C:27](=[O:30])[CH2:28][CH3:29])[N:20]=2)[N:18]=1)(=O)C1C=CC=CC=1>O.CO>[C:27]([NH:26][CH2:25][C:21]1[N:20]=[C:19]([C:17]2[N:18]=[C:14]([NH:13][C:12]([NH2:11])=[S:31])[S:15][CH:16]=2)[CH:24]=[CH:23][CH:22]=1)(=[O:30])[CH2:28][CH3:29]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 54432514HCID 54432514, compound

Product 1

HCID 18956285HCID 18956285, compoundYield 117.7%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Conditions

Temperature
60 °C

Procedure

A solution of sodium hydroxide (3.7 g) in water (30 ml) was added to a suspension of 2-(3-benzoylthioureido)-4-(6-propionylaminomethylpyridin-2-yl)thiazole (16.5 g) in methanol (300 ml) at room temperature. The mixture was heated at 60° C. for 4.5 hours. The solvent was removed under reduced pressure. The residue was dissolved in water (200 ml). The mixture was neutralized with 6N hydrochloric acid. The resulting precipitate was collected by filtration to afford 4-(6-propionylaminomethylpyridin-2-yl)-2-thioureidothiazole (14.67 g).

Workup

  1. customThe solvent was removed under reduced pressure
  2. dissolutionThe residue was dissolved in water (200 ml)
  3. filtrationThe resulting precipitate was collected by filtration

Sources & evidence

ORD record
ord-1d4129e0618d4463acaa92848f519c09
Source dataset
uspto-grants-1994_11
Patent number
US05364871

Reaction notes

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