2H-1,2,4-Oxadiazin-3(4H)-one, dihydro-5-thioxo- → HCID 178442899, compound

HRID 1462197Notes

Reaction equation

HRID 1462197 reaction equation
[O:1]1[CH2:6][C:5](=S)[NH:4][C:3](=[O:8])[NH:2]1.[CH2:9]([NH2:27])[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16]/[CH:17]=[CH:18]\[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26]>>[CH2:9]([NH:27][C:5]1[CH2:6][O:1][NH:2][C:3](=[O:8])[N:4]=1)[CH2:10][CH2:11][CH:12]=[CH:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26]

Participants

3

Reactant 2

HCID 30069082H-1,2,4-Oxadiazin-3(4H)-one, dihydro-5-thioxo-HCID 5356789Oleylamine

Product 1

HCID 178442899HCID 178442899, compoundYield 16.4%

Procedure

To 0.66 g (0.005 mole) of 6H-1,2,4-oxadiazin-3(2H)-one-5(4H)-thione dissolved in 10 ml of freshly distilled dry dioxane is added 1.33 g (0.0051 mole) of oleylamine. The reaction mixture is stirred for 17 hours at room temperature and the crystalline material filtered, washed with additional dry dioxane and chloroform, and dried to give 0.3 g (16 percent) of 5-(4-octadecenylamino)-6H-1,2,4-oxadiazin-3(2H)-one.

Workup

  1. distillationof freshly distilled dry dioxane
  2. filtrationthe crystalline material filtered
  3. washwashed with additional dry dioxane and chloroform
  4. customdried

Sources & evidence

ORD record
ord-f780cc7bcec741a1980ac2d72229e5d4
Source dataset
uspto-grants-1984_07
Patent number
US04459403

Reaction notes

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