Ammonia → HCID 20349680, compound

HRID 1449420Notes

Reaction equation

HRID 1449420 reaction equation
S([O-])(O)(=O)=O.[CH2:6]([C:11]1[CH:15]=[S+:14][S:13][C:12]=1[C:16]([CH3:19])([CH3:18])[CH3:17])[C:7]([CH3:10])([CH3:9])[CH3:8].N.[CH2:21]([OH:23])[CH3:22]>>[CH2:21]([O:23][C:12]1([C:16]([CH3:19])([CH3:18])[CH3:17])[C:11]([CH2:6][C:7]([CH3:10])([CH3:9])[CH3:8])=[CH:15][S:14][S:13]1)[CH3:22]

Participants

4

Reactant 3

HCID 222Ammonia2×HCID 702EthanolHCID 86736849HCID 86736849, compound

Product 1

HCID 20349680HCID 20349680, compoundYield 61%

Procedure

Into a mixture of 32 grams of Example 1B, i.e., 4-neopentyl-3-tertiarybutyl 1,2-dithiolium hydrogen sulfate, and 300 cc of ethanol was introduced dry ammonia gas until the mixture was saturated. During the reaction, the mixture was kept at a temperature below 18° C. After the introduction of ammonia gas was completed, the mixture was stirred for an additional hour at room temperature. The solid, which precipitated during the reaction, was filtered off. After removal of the ethanol from the filtrate under diminished pressure, there was isolated 16.5 grams (61% of theory) of 3-ethoxy-3-t-butyl-4-neopentyl 1,2-dithiole.

Workup

  1. customDuring the reaction
  2. customwas kept at a temperature below 18° C
  3. customThe solid, which precipitated during the reaction
  4. filtrationwas filtered off
  5. customAfter removal of the ethanol from the filtrate under diminished pressure

Sources & evidence

ORD record
ord-e51ee97a22c6466da5b710fc418d9289
Source dataset
uspto-grants-1980_02
Patent number
US04190727

Reaction notes

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