2,6-Diisopropylphenyl isocyanate → HCID 19781986, compound

HRID 257800Notes

Reaction equation

HRID 257800 reaction equation
[CH:1]1([C:7]2([CH2:12][NH2:13])[S:11][CH2:10][CH2:9][S:8]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:14][CH:15]([C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([CH:23]([CH3:25])[CH3:24])[C:18]=1[N:26]=[C:27]=[O:28])[CH3:16]>CCCCCC.C(OC(=O)C)C>[CH3:16][CH:15]([C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([CH:23]([CH3:24])[CH3:25])[C:18]=1[NH:26][C:27]([NH:13][CH2:12][C:7]1([CH:1]2[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]2)[S:11][CH2:10][CH2:9][S:8]1)=[O:28])[CH3:14]

Participants

4

Reactant 2

HCID 922592,6-Diisopropylphenyl isocyanateHCID 19781970HCID 19781970, compound

Product 1

HCID 19781986HCID 19781986, compoundYield 9.3%

Reagents, catalysts & solvents 1

HCID 21226206Ethyl acetate hexaneSolvent

Procedure

To a stirred solution of (2-cyclohexyl-1,3-dithiolan-2-yl)methylamine (2.17 g 0.100 mole) in 40 ml of n-hexane/ethylacetate (5:1) is added dropwise at room temperature 2,6-bis(1-methylethyl)phenylisocyanate (1.94 g 0.105 mole). The reaction mixture is stirred at room temperature for two hours. Precipitated solid is filtered, washed with n-pentane/ether (1:1) and dried, yielding 3.90 g of N-[2,6-bis(1-methylethyl)phenyl]-N'-(2-cyclohexyl-1,3-dithiolan-2-yl)methylurea.

Workup

  1. customPrecipitated solid
  2. filtrationis filtered
  3. washwashed with n-pentane/ether (1:1)
  4. customdried

Sources & evidence

ORD record
ord-1b9f886f01db43959daee0aa4f4b52d9
Source dataset
uspto-grants-1993_11
Patent number
US05264441

Reaction notes

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