Allyl isocyanate → HCID 59536782, compound

HRID 220679Notes

Reaction equation

HRID 220679 reaction equation
[Br:1][C:2]1[CH:11]=[C:10]([Cl:12])[CH:9]=[CH:8][C:3]=1[C:4]([NH:6][NH2:7])=[O:5].[CH2:13]([N:16]=[C:17]=[O:18])[CH:14]=[CH2:15]>C1COCC1.C(OCC)C>[CH2:13]([NH:16][C:17]([NH:7][NH:6][C:4](=[O:5])[C:3]1[CH:8]=[CH:9][C:10]([Cl:12])=[CH:11][C:2]=1[Br:1])=[O:18])[CH:14]=[CH2:15]

Participants

5

Reactant 2

HCID 15123Allyl isocyanateHCID 3913907HCID 3913907, compound

Product 1

HCID 59536782HCID 59536782, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 8028TetrahydrofuranSolvent2×

Procedure

A quantity of 10.0 g (40.1 mmol) of 2-bromo-4-chlorobenzhydrazide was suspended in 100 ml of THF at 50° C. and admixed with 3.59 ml (40.9 mmol) of allyl isocyanate in solution in 50 ml of THF. Stirring was continued for 16 h at 50° C. The batch was then allowed to cool to RT and diluted with 50 ml of diethyl ether. The precipitated solid was filtered off with suction, washed with a little diethyl ether and dried in an HV. This gave 11.30 g (85% of theory) of the title compound.

Workup

  1. filtrationThe precipitated solid was filtered off with suction
  2. washwashed with a little diethyl ether
  3. customdried in an HV

Sources & evidence

ORD record
ord-2174dcdd00b94ef4a1160f57ca4f9b63
Source dataset
uspto-grants-2012_06
Patent number
US08202895B2

Reaction notes

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