Sodium Hydroxide → HCID 23458683, compound

HRID 1679941Notes

Reaction equation

HRID 1679941 reaction equation
[OH-].[Na+].C([O:6][CH2:7][C:8](=[O:11])[CH2:9]Cl)(=O)C.[N:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[NH:18][C:19](=[S:21])[S-:20].C([NH+](CC)CC)C>O>[OH:11][C:8]1([CH2:7][OH:6])[CH2:9][S:21][C:19](=[S:20])[N:18]1[C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][N:12]=1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 384132-Propanone, 1-(acetyloxy)-3-chloro-HCID 15899924HCID 15899924, compound

Product 1

HCID 23458683HCID 23458683, compoundYield 25.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A 5.5 N aqueous solution of sodium hydroxide (36 cc) is added in the course of 5 minutes, at 22°-23° C., to a suspension of 3-chloro-2-oxopropyl acetate (29.9 g) in distilled water (500 cc). The hydrolysis reaction is allowed to proceed for 15 minutes at 22° C. and triethylammonium pyrid-2-yldithiocarbamate (53.6 g) is then added in the course of 5 minutes at a maximum of 23° C. The reaction is allowed to proceed for 2 hours at 20°-23° C. The crystals which have appeared are filtered off, washed with distilled water (50 cc) and then with ethyl ether (50 cc) and dried under reduced pressure (0.1 mm Hg) at 45° C. 4-Hydroxy-4-hydroxymethyl-3-(pyrid-2-yl)-thiazolidine-2-thione (12.0 g), which melts at 134°-135° C., is thus obtained.

Workup

  1. customThe hydrolysis reaction
  2. waitto proceed for 2 hours at 20°-23° C
  3. filtrationThe crystals which have appeared are filtered off
  4. washwashed with distilled water (50 cc)
  5. dry with materialwith ethyl ether (50 cc) and dried under reduced pressure (0.1 mm Hg) at 45° C

Sources & evidence

ORD record
ord-d51b380e7912433ea6aca73b14a7b855
Source dataset
uspto-grants-1981_06
Patent number
US04271167

Reaction notes

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