Ethyl isocyanate → HCID 17862364, compound

HRID 644882Notes

Reaction equation

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

Participants

Reactant 2

HCID 8022Ethyl isocyanate

HCID 17862409HCID 17862409, compound

Product 1

HCID 17862364HCID 17862364, compoundYield 31.9%

Procedure

Reaction of 3-(3-chloro-5-trifluoromethylpyridin-2-yloxy)-4-ethyl-5-methylpyrazole with ethyl isocyanate was carried out in the same manner as in Example 158, to give a white solid of N-ethyl-3-(3-chloro-5-trifluoromethylpyridin-2-yloxy)-4-ethyl-5-methylpyrazole-1-carboxamide (0.36 g, yield: 31.9%). mp: 101-102° C.; 1H-NMR (CDCl3, TMS, ppm): δ 1.03 (t, J=7.6 Hz, 3H), 1.21 (t, J=7.3 Hz, 3H), 2.25 (q, J=7.6 Hz, 2H), 2.59 (s, 3H), 3.38 (dq, J=5.9 and 7.3 Hz, 2H), 6.85-7.05 (m, 1H), 8.02 (d, J=2.0 Hz, 1H), 8.32 (m, 1H).

Sources & evidence

ORD record: ord-b778d54fc8384cc0b418550fa6420534
Source dataset: uspto-grants-2010_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07700786B2

Reaction notes

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