Allylamine → HCID 18689502, compound

HRID 1871876Notes

Reaction equation

HRID 1871876 reaction equation
[CH2:1]([NH2:4])[CH:2]=[CH2:3].C(N(CC)CC)C.[Br:12][C:13]1[N:17]([C:18]2[C:23]([Cl:24])=[CH:22][C:21]([C:25]([F:28])([F:27])[F:26])=[C:20](F)[N:19]=2)[N:16]=[CH:15][C:14]=1[N+:30]([O-:32])=[O:31].O1CCCC1>C(Cl)Cl>[Br:12][C:13]1[N:17]([C:18]2[C:23]([Cl:24])=[CH:22][C:21]([C:25]([F:28])([F:27])[F:26])=[C:20]([NH:4][CH2:1][CH:2]=[CH2:3])[N:19]=2)[N:16]=[CH:15][C:14]=1[N+:30]([O-:32])=[O:31]

Participants

6

Reactant 4

HCID 7853AllylamineHCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 18689518HCID 18689518, compound

Product 1

HCID 18689502HCID 18689502, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

0.3 g (0.00565 mol) of allylamine and 0.6 g (0.00565 mol) of triethylamine were added to a mixture of 2.2 g (0.00565 mol) of 5-bromo-4-nitro-1-(3-chloro-6-fluoro-5-trifluoromethyl-2-pyridyl)pyrazole and 50 ml of tetrahydrofuran at 22° C. with stirring in the course of 5 minutes and the mixture was subsequently stirred for 21/2 hours. After working up according to the above example and chromatographing with methylene chloride on silica gel, 0.9 g (37% of theory) of the title compound was obtained as a colorless resin. 1H-NMR (CDCL3 /TMS) δ (ppm) allyl 3.95 (s/2), 5.05 (tr/2), 5.85 (m/1); NH 7.6 (tr/1); pyrid 8.4 (s/1); pyraz. 8.8 (s/1) (Active Compound Example No. 9.022).

Workup

  1. stirringthe mixture was subsequently stirred for 21/2 hours

Sources & evidence

ORD record
ord-1f74c66079ea45bfb8f32d1bafb8103a
Source dataset
uspto-grants-2000_08
Patent number
US06107253

Reaction notes

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