2,4-Dichlorobenzyl isocyanate → HCID 89523898, compound

HRID 2407547Notes

Reaction equation

HRID 2407547 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:14][CH:13]2[CH:9]1[CH2:10][NH:11][CH2:12]2)=[O:7])([CH3:4])([CH3:3])[CH3:2].[Cl:15][C:16]1[CH:21]=[C:20]([Cl:22])[CH:19]=[CH:18][C:17]=1[CH2:23][N:24]=[C:25]=[O:26]>>[C:1]([O:5][C:6]([N:8]1[CH2:14][CH:13]2[CH:9]1[CH2:10][N:11]([C:25](=[O:26])[NH:24][CH2:23][C:17]1[CH:18]=[CH:19][C:20]([Cl:22])=[CH:21][C:16]=1[Cl:15])[CH2:12]2)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 46127082,4-Dichlorobenzyl isocyanateHCID 467381813,6-Diaza-bicyclo(3.2.0)heptane-6-carboxylic acid tert-butyl ester

Product 1

HCID 89523898HCID 89523898, compoundYield 88%

Procedure

In analogy to the experimental procedure of example 1a) rac-3,6-diaza-bicyclo[3.2.0]heptane-6-carboxylic acid tert-butyl ester instead of 6-(tert-butoxycarbonyl)-2,6-diaza-spiro[3.3]heptane oxalate was converted using 2,4-dichloro-1-(isocyanatomethyl)benzene into the title compound (691 mg, 88%) which was obtained as a colorless solid. MS (EI) m/e: 400.1 (M+H)+.

Sources & evidence

ORD record
ord-54ba7e0bfd724801b9ccaad162e9bca7
Source dataset
uspto-grants-2014_08
Patent number
US08809552B2

Reaction notes

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