1,1,1-Trifluoro-2-isothiocyanatoethane → 2-Fluoro-4-[3-(3-[2,2,2-trifluoroethyl]thioureido)propyl]-1-triphenylmethylimidazole

HRID 2412519Notes

Reaction equation

HRID 2412519 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][C:5]1[N:6]=[C:7]([F:29])[N:8]([C:10]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:9]=1.[F:30][C:31]([F:37])([F:36])[CH2:32][N:33]=[C:34]=[S:35]>C1COCC1>[F:29][C:7]1[N:8]([C:10]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH:9]=[C:5]([CH2:4][CH2:3][CH2:2][NH:1][C:34]([NH:33][CH2:32][C:31]([F:37])([F:36])[F:30])=[S:35])[N:6]=1

Participants

4

Reactant 2

HCID 138837771,1,1-Trifluoro-2-isothiocyanatoethaneHCID 204323144-(3-Aminopropyl)-2-fluoro-1-triphenylmethylimidazole

Product 1

HCID 537232552-Fluoro-4-[3-(3-[2,2,2-trifluoroethyl]thioureido)propyl]-1-triphenylmethylimidazole

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

4-(3-Aminopropyl)-2-fluoro-1-triphenylmethylimidazole was reacted in THF with 2,2,2-trifluoroethyl isothiocyanate for 2 hours. Extractive work-up and chromatography gave 2-fluoro-4-[3-(3-[2,2,2-trifluoroethyl]thioureido)propyl]-1-triphenylmethylimidazole having the following n.m.r. in CDCl3 : 1.78 (quintet, 2H); 2.43 (t, 2H); 3.5 (q, 2H); 4.25 (m, 2H); 6.24 (s, 1H); 7.0-7.35 (m, 15H).

Sources & evidence

ORD record
ord-5ad12d285b1543df9845061c4b86c362
Source dataset
uspto-grants-1985_01
Patent number
US04492692

Reaction notes

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