Benzamide → HCID 68783913, compound

HRID 2264406Notes

Reaction equation

[C:1]([NH2:9])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[N:10]([C:13]1[CH:14]=[C:15]([O:23][CH3:24])[C:16]([O:21][CH3:22])=[C:17]([O:19][CH3:20])[CH:18]=1)=[C:11]=[O:12]>>[C:1]([NH:9][C:11]([NH:10][C:13]1[CH:18]=[C:17]([O:19][CH3:20])[C:16]([O:21][CH3:22])=[C:15]([O:23][CH3:24])[CH:14]=1)=[O:12])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

Reactant 2

HCID 2331Benzamide

HCID 5177665-Isocyanato-1,2,3-trimethoxybenzene

Product 1

HCID 68783913HCID 68783913, compoundYield 76%

Conditions

Temperature: 140 °C

Procedure

A mixture of benzamide (0.5 g, 4.13 mmol, 1.0 equiv) and 5-isocyanato-1,2,3-trimethoxy-benzene (1.30 g, 6.19 mmol, 1.5 equiv; commercially available) was heated by microwave irradiation to 140° C. for 30 min. Recrystallization from ethanol provided 1.04 g (76%) of the title compound. MS (ISP): 331.3 [M+H]+.

Workup

customRecrystallization from ethanol

Sources & evidence

ORD record: ord-20750f28c23b4783b7cbeac4fc7f1a28
Source dataset: uspto-grants-2010_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07855194B2

Reaction notes

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