Water → 1,5-Di[1-(t-butylazo)-cyclohexylaminothiocarbonyl]carbohydrazide

HRID 436775Notes

Reaction equation

HRID 436775 reaction equation
[NH2:1][NH:2][C:3]([NH:5][NH2:6])=[O:4].[C:7]([N:11]=[N:12][C:13]1([N:19]=[C:20]=[S:21])[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]1)([CH3:10])([CH3:9])[CH3:8].O>CO>[C:7]([N:11]=[N:12][C:13]1([NH:19][C:20]([NH:1][NH:2][C:3]([NH:5][NH:6][C:20]([NH:19][C:13]2([N:12]=[N:11][C:7]([CH3:10])([CH3:9])[CH3:8])[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]2)=[S:21])=[O:4])=[S:21])[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18]1)([CH3:10])([CH3:8])[CH3:9]

Participants

5

Reactant 3

HCID 962WaterHCID 73948CarbohydrazideHCID 214311441-t-Butylazo-1-isothiocyanatocyclohexane

Product 1

HCID 867348281,5-Di[1-(t-butylazo)-cyclohexylaminothiocarbonyl]carbohydrazide

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a slurry of 2.25 grams (.025 moles) of carbohydrazide in 30 ml of methanol stirred by a magnetic stirrer in a 50 ml erlenmeyer flask was added 11.3 grams (.05 moles) of 1-t-butylazo-1-isothiocyanatocyclohexane (from Example I). The reaction was stirred overnight, during which time complete solution was obtained. The next morning the solution was poured into 200 ml water and the product extracted with methylene chloride. The methylene chloride extract was washed with water, dried over anhydrous Na2SO4, filtered and the methylene chloride evaporated under reduced pressure to leave 11.9 grams (87.5% crude yield) of a yellow viscous liquid that slowly crystallized.

Workup

  1. customwas obtained
  2. extractionthe product extracted with methylene chloride
  3. extractionThe methylene chloride extract
  4. washwas washed with water
  5. dry with materialdried over anhydrous Na2SO4
  6. filtrationfiltered
  7. customthe methylene chloride evaporated under reduced pressure
  8. customto leave 11.9 grams (87.5% crude yield) of a yellow viscous liquid that
  9. customslowly crystallized

Sources & evidence

ORD record
ord-5335592bf88b4e8a94ff3c3b5073e960
Source dataset
uspto-grants-1977_06
Patent number
US04028344

Reaction notes

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