2,4-Dichlorobenzyl isocyanate → HCID 71554975, compound

HRID 2281669Notes

Reaction equation

HRID 2281669 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[N:3][C:2]=1[N:7]1[CH2:10][C:9]2([CH2:13][NH:12][CH2:11]2)[CH2:8]1.[Cl:14][C:15]1[CH:20]=[C:19]([Cl:21])[CH:18]=[CH:17][C:16]=1[CH2:22][N:23]=[C:24]=[O:25]>>[Cl:14][C:15]1[CH:20]=[C:19]([Cl:21])[CH:18]=[CH:17][C:16]=1[CH2:22][NH:23][C:24]([N:12]1[CH2:13][C:9]2([CH2:10][N:7]([C:2]3[N:3]=[CH:4][CH:5]=[CH:6][N:1]=3)[CH2:8]2)[CH2:11]1)=[O:25]

Participants

3

Reactant 2

HCID 46127082,4-Dichlorobenzyl isocyanateHCID 86682345HCID 86682345, compound

Product 1

HCID 71554975HCID 71554975, compoundYield 62%

Procedure

In analogy to the experimental procedure of example 1a) 2-Pyrimidin-2-yl-2,6-diaza-spiro[3.3]heptane 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 (32 mg, 62%) which was obtained as a colorless solid. MS (EI) m/e: 378.1 (M+H)+.

Sources & evidence

ORD record
ord-53d367a6d031471caca6640e14cd2e1f
Source dataset
uspto-grants-2015_09
Patent number
US09139593B2

Reaction notes

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