Potassium Cyanide → HCID 21539303, compound

HRID 1076229Notes

Reaction equation

HRID 1076229 reaction equation
[CH2:1]1[C:6]2([C:15](=[S:16])[NH:14][C:8]3([CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]3)[NH:7]2)[CH2:5][CH2:4][CH2:3][CH2:2]1.[CH2:17]([N:23]=[C:24]=[O:25])[CH2:18][CH2:19][CH2:20][CH2:21][CH3:22].[C-]#N.[K+].N12CCN(CC1)CC2>C1C=CC=CC=1>[CH2:17]([NH:23][C:24]([N:14]1[C:15](=[S:16])[C:6]2([CH2:1][CH2:2][CH2:3][CH2:4][CH2:5]2)[NH:7][C:8]21[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]2)=[O:25])[CH2:18][CH2:19][CH2:20][CH2:21][CH3:22]

Participants

6

Reactant 4

HCID 9032Potassium CyanideHCID 9237DabcoHCID 75659Hexyl isocyanateHCID 853997NSC515893

Product 1

HCID 21539303HCID 21539303, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

4.8 Parts of 7,14-diazadispiro[5.1.5.2]pentadecane-15-thione, 2.6 parts of n-hexyl isocyanate, 0.2 parts of potassium cyanide and a trace of 1,4-diazabicyclo[2.2.2]octane in 100 parts of dry benzene were heated at reflux for 48 hours. The solution was treated as in Example 22 to yield 8.0 parts of a yellow oil which was purified by column chromatography (silica gel) to yield 5.33 parts of 14-n-hexylcarbamoyl-7,14-diazadispiro[5.1.5.2]pentadecane-15-thione as a heavy oil. This material gave the following elemental analysis by weight:

Workup

  1. temperatureat reflux for 48 hours
  2. additionThe solution was treated as in Example 22
  3. customto yield 8.0 parts of a yellow oil which
  4. customwas purified by column chromatography (silica gel)

Sources & evidence

ORD record
ord-cf8a0aa15ef6405386e27cf9299fea6f
Source dataset
uspto-grants-1976_05
Patent number
US03956310

Reaction notes

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