Benzoyl isocyanate → HCID 57456925, compound

HRID 44385Notes

Reaction equation

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

Participants

Reactant 2

HCID 78210Benzoyl isocyanate

HCID 55285514HCID 55285514, compound

Product 1

HCID 57456925HCID 57456925, compound

Procedure

Prepared as in Example 53a from 6-amino-2,3-dimethylbenzonitrile and benzoyl isocyanate as a off-white solid (210 mg, 72%). 1H NMR (400 MHz, DMSO-d6) δ2.27 (s, 3H), 2.43 (s, 3H), 7.48 (d, J=6.4 Hz, 2H), 7.53 (t, J=8 Hz, 7.6 Hz, 2H), 7.65 (t, J=7.2 Hz, 1H), 7.94 (d, J=8 Hz, 1H), 8.03 (d, J=7.6 Hz, 2H), 11.29 (s, 1H), 11.37 (s, 1H). MS 293 (MH+).

Sources & evidence

ORD record: ord-92efe11d9cd24689819c92e94543e9f3
Source dataset: uspto-grants-2013_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08541421B2

Reaction notes

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