Diethylamine → HCID 86733481, compound

HRID 1077312Notes

Reaction equation

HRID 1077312 reaction equation
[CH2:1](NCC)C.[SH:6][CH:7]([CH3:16])[CH:8]([S:10][CH:11](C)[CH:12]([OH:14])[CH3:13])[CH3:9]>CO>[SH:6][CH:7]([CH3:16])[CH:8]([S:10][CH2:11][CH:12]([OH:14])[CH2:13][CH3:1])[CH3:9]

Participants

4

Reactant 2

HCID 8021DiethylamineHCID 620903-[(3-Sulfanylbutan-2-yl)sulfanyl]butan-2-ol

Product 1

HCID 86733481HCID 86733481, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a refluxing mixture of methanol (30 cc) and diethyl amine (15 cc) at 59°C is added 0.8 grams of threo-3-mercapto-2-butanol produced according to Example II and 0.3 grams of cis-2,3-butane episulfide produced according to Example III (0.3 grams). The reaction mass is refluxed for a period of 5 hours at 59°-64°C, after which time it is allowed to remain at room temperature overnight. The reaction mass is then reheated to 61°C and allowed to remain at that temperature for a period of 3 hours after which GLC analysis indicated that most of the starting material is reacted. The major product is isolated via GLC (same conditions as Example VII) and analyzed via mass spectral, NMR and IR analyses to be the threo-threo 3((2-mercapto-1-methylpropyl) thio)-2-butanol having the structure: ##SPC23##

Workup

  1. customproduced
  2. customproduced
  3. temperatureThe reaction mass is refluxed for a period of 5 hours at 59°-64°C
  4. customis then reheated to 61°C
  5. waitto remain at that temperature for a period of 3 hours
  6. customis reacted
  7. customThe major product is isolated via GLC (same conditions as Example VII)

Sources & evidence

ORD record
ord-1c10b5ac865a4a0d9170cb4ce09d52a0
Source dataset
uspto-grants-1976_05
Patent number
US03959509

Reaction notes

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