1-(Azidomethyl)-3-(trifluoromethyl)benzene → HCID 66957815, compound

HRID 1424680Notes

Reaction equation

HRID 1424680 reaction equation
[I:1][C:2]#[C:3][C:4]1[CH:8]=[CH:7][S:6][CH:5]=1.[F:9][C:10]([F:22])([F:21])[C:11]1[CH:12]=[C:13]([CH:18]=[CH:19][CH:20]=1)[CH2:14][N:15]=[N+:16]=[N-:17]>>[I:1][C:2]1[N:15]([CH2:14][C:13]2[CH:18]=[CH:19][CH:20]=[C:11]([C:10]([F:9])([F:22])[F:21])[CH:12]=2)[N:16]=[N:17][C:3]=1[C:4]1[CH:8]=[CH:7][S:6][CH:5]=1

Participants

3

Reactant 2

HCID 212826681-(Azidomethyl)-3-(trifluoromethyl)benzeneHCID 66958011HCID 66958011, compound

Product 1

HCID 66957815HCID 66957815, compound

Procedure

Synthesized from 3-(iodoethynyl)thiophene and 3-trifluoromethyl-benzylazide using general procedure; 0.994 g, 2.284 mmol, 99%; mp=153-158° C. (dec.); IR (υ[cm−1]) 3121, 1326, 1194, 1163, 1096, 1075, 853, 792, 702; 1H NMR (600 MHz, CDCl3) δ=7.97-7.93 (m, 1H), 7.75 (d, J=5.0, 1H), 7.59 (d, J=7.7, 2H), 7.58 (s, 1H), 7.47 (t, J=7.7, 1H), 7.45-7.38 (m, 2H), 5.69 (s, 2H); 13C NMR (151 MHz, CDCl3) δ=147.5, 135.4, 131.6 (q, J=32.7), 131.3, 131.0, 129.8, 126.7, 126.2, 125.7 (q, J=3.7), 124.9 (q, J=3.8), 123.9 (q, J=272.4), 123.5, 76.0, 53.9; HRMS (ESI-TOF) (m/z): [M+H]+ calcd for C14H10F3IN3S, 435.9587; found 435.9586.

Sources & evidence

ORD record
ord-0922022d195248b6a350e26af1f48ff4
Source dataset
uspto-grants-2015_01
Patent number
US08927736B2

Reaction notes

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