Chloroacetonitrile → HCID 21275456, compound

HRID 1381957Notes

Reaction equation

HRID 1381957 reaction equation
[CH2:1]([O:8][C:9]([N:11]1[CH2:23][CH2:22][C:14]2([C:18](=[O:19])[N:17]([OH:20])[C:16](=[O:21])[CH2:15]2)[CH2:13][CH2:12]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Na+].Cl[CH2:27][C:28]#[N:29]>CN(C)C=O>[CH2:1]([O:8][C:9]([N:11]1[CH2:23][CH2:22][C:14]2([C:18](=[O:19])[N:17]([O:20][CH2:27][C:28]#[N:29])[C:16](=[O:21])[CH2:15]2)[CH2:13][CH2:12]1)=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 7856ChloroacetonitrileHCID 24758Sodium hydrideHCID 14371875HCID 14371875, compound

Product 1

HCID 21275456HCID 21275456, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 8-benzyloxycarbonyl-2-hydroxy-2,8-diazaspiro[4,5]decane-1,3-dione (0.96 g) in dimethylformamide (5 ml) was added 132 mg of sodium hydride (60% in oil), and the mixture was stirred for one hour at room temperature. To the reaction mixture was added 210 μl of chloroacetonitrile, and the mixture was stirred for 2 hours at room temperature. The reaction mixture was treated in the same manner as in Example 40 to obtain 1.0 g of a non-crystalline solid.

Workup

  1. stirringthe mixture was stirred for 2 hours at room temperature
  2. additionThe reaction mixture was treated in the same manner as in Example 40

Sources & evidence

ORD record
ord-9b1b17a449834cca9181760d2fdd942d
Source dataset
uspto-grants-1989_02
Patent number
US04804665

Reaction notes

Loading…