3-Methylbenzyl isocyanate → N-{[4-(3,4-Dichlorobenzyl)morpholin-2-yl]methyl}-N'-(3-methylbenzyl)urea

HRID 1371405Notes

Reaction equation

HRID 1371405 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:14]=[CH:15][C:16]=1[Cl:17])[CH2:5][N:6]1[CH2:11][CH2:10][O:9][CH:8]([CH2:12][NH2:13])[CH2:7]1.[N:18]([CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[C:24]([CH3:28])[CH:23]=1)=[C:19]=[O:20]>>[Cl:1][C:2]1[CH:3]=[C:4]([CH:14]=[CH:15][C:16]=1[Cl:17])[CH2:5][N:6]1[CH2:11][CH2:10][O:9][CH:8]([CH2:12][NH:13][C:19]([NH:18][CH2:21][C:22]2[CH:27]=[CH:26][CH:25]=[C:24]([CH3:28])[CH:23]=2)=[O:20])[CH2:7]1

Participants

3

Reactant 2

HCID 27333873-Methylbenzyl isocyanateHCID 10308229[4-(3,4-Dichlorobenzyl)morpholin-2-yl]methylamine

Product 1

HCID 17984730N-{[4-(3,4-Dichlorobenzyl)morpholin-2-yl]methyl}-N'-(3-methylbenzyl)urea

Procedure

Example 4 was prepared in an analogous manner to Example 1 using a mixture of Intermediate 3 (0.025 g) and 1-(isocyanatomethyl)-3-methylbenzene (19.1 μl) to give the title compound (0.0382 g). LC-MS (System A): Rt 2.32 mins, Mass Spectrum m/z 422 [MH+].

Workup

  1. customExample 4 was prepared in an analogous manner to Example 1 using

Sources & evidence

ORD record
ord-fcf35514b0354263bb0a8e87b4552a1b
Source dataset
uspto-grants-2007_01
Patent number
US07157457B2

Reaction notes

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