1-(Azidomethyl)-3-(trifluoromethyl)benzene → HCID 86666370, compound

HRID 1424684Notes

Reaction equation

HRID 1424684 reaction equation
[I:1][C:2]#[C:3][CH2:4][N:5]([CH2:10][C:11]#[C:12][I:13])[CH2:6][C:7]#[C:8][I:9].[F:14][C:15]([F:27])([F:26])[C:16]1[CH:17]=[C:18]([CH:23]=[CH:24][CH:25]=1)[CH2:19][N:20]=[N+:21]=[N-:22]>>[I:1][C:2]1[N:20]([CH2:19][C:18]2[CH:23]=[CH:24][CH:25]=[C:16]([C:15]([F:26])([F:27])[F:14])[CH:17]=2)[N:21]=[N:22][C:3]=1[CH2:4][N:5]([CH2:10][C:11]1[N:22]=[N:21][N:20]([CH2:19][C:18]2[CH:23]=[CH:24][CH:25]=[C:16]([C:15]([F:14])([F:27])[F:26])[CH:17]=2)[C:12]=1[I:13])[CH2:6][C:7]1[N:22]=[N:21][N:20]([CH2:19][C:18]2[CH:23]=[CH:24][CH:25]=[C:16]([C:15]([F:26])([F:27])[F:14])[CH:17]=2)[C:8]=1[I:9]

Participants

3

Reactant 2

HCID 212826681-(Azidomethyl)-3-(trifluoromethyl)benzeneHCID 86666371HCID 86666371, compound

Product 1

HCID 86666370HCID 86666370, compound

Procedure

Synthesized from tris(3-iodoprop-2-ynyl)amine and 3-trifluoromethyl-benzylazide using general procedure, sample triturated with MeCN; 0.391 g, 0.352 mmol, 81%; mp=171-173° C. (dec.); IR (υ[cm−1]) 3072, 1445, 1328, 1162, 1123, 1095, 756; 1H NMR (600 MHz, CDCl3) δ=7.62 (s, 3H), 7.59 (d, J=7.7, 3H), 7.51 (d, J=7.6, 3H), 7.44 (t, J=7.7, 3H), 5.48 (s, 6H), 3.64 (s, 6H); 13C NMR (151 MHz, CDCl3) δ=149.4, 135.4, 132.3, 131.6 (q, J=32.7), 129.8, 125.9 (q, J=3.6), 125.8 (q, J=3.5), 123.8 (q, J=272.5), 81.2, 53.6, 48.2; HRMS (ESI-TOF) (m/z): [M+H]+ calcd for C33H25F9I3N10, 1112.9249; found 1112.9249.

Workup

  1. customtriturated with MeCN

Sources & evidence

ORD record
ord-7e718936bfec4711b3364fc15542163a
Source dataset
uspto-grants-2015_01
Patent number
US08927736B2

Reaction notes

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