Sodium Hydroxide → HCID 86748194, compound

HRID 1708241Notes

Reaction equation

HRID 1708241 reaction equation
[CH3:1][C:2]([C:5]1[CH:6]=[C:7]([CH:16]=[C:17]2[S:21]C(=S)N[C:18]2=[O:23])[CH:8]=[C:9]([C:12]([CH3:15])([CH3:14])[CH3:13])[C:10]=1[OH:11])([CH3:4])[CH3:3].[OH-:24].[Na+]>>[C:2]([C:5]1[CH:6]=[C:7]([CH:16]=[C:17]([SH:21])[C:18]([OH:23])=[O:24])[CH:8]=[C:9]([C:12]([CH3:15])([CH3:14])[CH3:13])[C:10]=1[OH:11])([CH3:3])([CH3:4])[CH3:1]

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 30715115-[[3,5-Bis(1,1-dimethylethyl)-4-hydroxyphenyl]methylene]-2-thioxo-4-thiazolidinone

Product 1

HCID 86748194HCID 86748194, compound

Procedure

A solution of 174.5 g of 5-{[3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl]methylene}-2-thioxo-4-thiazolidinone in 1250 ml of a 10% sodium hydroxide solution was heated on a steam bath for four hours. Decolorizing carbon was added and the mixture filtered through a high flow diatomaceous earth pad. The filtrate was chilled by adding ice and treated with 6N hydrochloric acid. The precipitated product was recovered by filtration, washed with water, and dried providing 150 g of the desired subtitled intermediate.

Workup

  1. additionDecolorizing carbon was added
  2. filtrationthe mixture filtered through a high flow diatomaceous earth pad
  3. temperatureThe filtrate was chilled
  4. additionby adding ice
  5. additiontreated with 6N hydrochloric acid
  6. filtrationThe precipitated product was recovered by filtration
  7. washwashed with water
  8. customdried

Sources & evidence

ORD record
ord-c8572620dc8a407b99e5ac0ed814f06b
Source dataset
uspto-grants-1994_10
Patent number
US05356917

Reaction notes

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