Triethylamine → HCID 54342534, compound

HRID 1076189Notes

Reaction equation

HRID 1076189 reaction equation
[NH:1]=[C:2]1[N:6]=[C:5]([N:7]([CH3:9])[CH3:8])[S:4][S:3]1.[C:10]([N:14]=[C:15]=[O:16])([CH3:13])([CH3:12])[CH3:11].C(N(CC)CC)C>O1CCCC1>[C:10]([NH:14][C:15]([N:1]=[C:2]1[N:6]=[C:5]([N:7]([CH3:9])[CH3:8])[S:4][S:3]1)=[O:16])([CH3:13])([CH3:12])[CH3:11]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 62412tert-Butyl isocyanateHCID 21539248HCID 21539248, compound

Product 1

HCID 54342534HCID 54342534, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A suspension of 4.75 parts of the hydrobromide salt of 3-imino-5-dimethylamino-3H-1,2,4-dithiazole, two parts of t-butyl isocyanate, two parts of triethylamine, and 50 parts of tetrahydrofuran was stirred and refluxed for two days. The reaction mixture was cooled and the insoluble triethylammonium bromide was removed by filtration and discarded. The filtrate was then evaporated under reduced pressure leaving a white solid, which was recrystallized from isopropanol to afford 3.4 parts of 1-t-butyl-3-(5-dimethylamino-3H-1,2,4-dithiazol-3-ylidene)urea, m.p. 174°-177°C. dec.

Workup

  1. temperaturerefluxed for two days
  2. temperatureThe reaction mixture was cooled
  3. customthe insoluble triethylammonium bromide was removed by filtration
  4. customThe filtrate was then evaporated under reduced pressure
  5. customleaving a white solid, which
  6. customwas recrystallized from isopropanol

Sources & evidence

ORD record
ord-28ba2993189e456fb673467b2f17fa9c
Source dataset
uspto-grants-1976_05
Patent number
US03956303

Reaction notes

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