Benzyl Isothiocyanate → HCID 59674200, compound

HRID 1391530Notes

Reaction equation

HRID 1391530 reaction equation
[CH3:1][NH:2][C:3]1[C:4]([NH2:12])=[CH:5][C:6]([N+:9]([O-:11])=[O:10])=[CH:7][CH:8]=1.[CH2:13]([N:20]=[C:21]=S)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>>[CH2:13]([NH:20][C:21]1[N:2]([CH3:1])[C:3]2[CH:8]=[CH:7][C:6]([N+:9]([O-:11])=[O:10])=[CH:5][C:4]=2[N:12]=1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

3

Reactant 2

HCID 2346Benzyl IsothiocyanateHCID 34200251-N-methyl-4-nitrobenzene-1,2-diamine

Product 1

HCID 59674200HCID 59674200, compoundYield 71%

Procedure

N1-Methyl-4-nitro-benzene-1,2-diamine (2.0 g, 12.0 mmol) and benzyl isothiocyanate (1.75 ml, 13.2 mmol) were coupled using the procedure of example one part B to give the title compound as a yellow solid (2.4 g, 71%). 1H NMR (300 MHz, d6-DMSO) δ 7.97 (d, J=2.4 Hz, 1H), 7.90 (dd, J=8.7 and 2.4 Hz, 1H), 7.77 (t, J=5.7 Hz, 1H), 7.21-7.41 (m, 6H), 4.63 (d, J=5.7 Hz, 2H), 3.62 (s, 3H) ppm.

Sources & evidence

ORD record
ord-f9236348fa42475cab547efd081a4d77
Source dataset
uspto-grants-2008_03
Patent number
US07338959B2

Reaction notes

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