Ethyl isocyanate → HCID 17862418, compound

HRID 644860Notes

Reaction equation

[CH3:1][C:2]1[NH:6][N:5]=[C:4]([O:7][C:8]2[CH:13]=[CH:12][C:11]([N+:14]([O-:16])=[O:15])=[C:10]([O:17][CH3:18])[CH:9]=2)[CH:3]=1.[CH2:19]([N:21]=[C:22]=[O:23])[CH3:20]>>[CH2:19]([NH:21][C:22]([N:6]1[C:2]([CH3:1])=[CH:3][C:4]([O:7][C:8]2[CH:13]=[CH:12][C:11]([N+:14]([O-:16])=[O:15])=[C:10]([O:17][CH3:18])[CH:9]=2)=[N:5]1)=[O:23])[CH3:20]

Participants

Reactant 2

HCID 8022Ethyl isocyanate

HCID 178623315-Methyl-3-(3-methoxy-4-nitrophenyloxy)pyrazole

Product 1

HCID 17862418HCID 17862418, compoundYield 62.9%

Procedure

Reaction of 5-methyl-3-(3-methoxy-4-nitrophenyloxy)pyrazole with ethyl isocyanate was carried out in the same manner as in Example 96, to give a yellow viscous substance of N-ethyl-5-methyl-3-(3-methoxy-4-nitrophenyloxy)pyrazole-1-carboxamide (yield: 62.9%). 1H-NMR (CDCl3, TMS, ppm): δ 1.24 (t, J=7.2 Hz, 3H), 2.63 (d, J=0.6 Hz, 3H), 3.40 (dq, J=5.9 and 7.2 Hz, 2H), 3.95 (s, 3H), 5.81 (q, J=0.6 Hz, 1H), 6.75 (dd, J=2.4 and 9.0 Hz, 1H), 6.84 (d, J=2.4 Hz, 1H), 6.93 (br s, 1H), 7.96 (d, J=9.0 Hz, 1H).

Sources & evidence

ORD record: ord-e4a9ed747f6b435ea8ccec3d3f022e43
Source dataset: uspto-grants-2010_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07700786B2

Reaction notes

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