1,2-Dibromoethane → HCID 86719317, compound

HRID 1752786Notes

Reaction equation

HRID 1752786 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[N:5]2[N:9]=[C:10]([SH:12])[N:11]=[C:4]2[N:3]=1.[Br:13][CH2:14][CH2:15][O:16][C:17]1[CH:22]=[CH:21][C:20]([CH2:23][CH3:24])=[CH:19][CH:18]=1.ClC1C=CC(OCCBr)=CC=1F.C(C1C=CC(O)=CC=1)C.BrCCBr>>[CH2:23]([C:20]1[CH:21]=[CH:22][C:17]([O:16][CH2:15][CH2:14][S:12][C:10]2[N:11]=[C:4]3[N:3]=[C:2]([CH3:1])[CH:7]=[C:6]([CH3:8])[N:5]3[N:9]=2)=[CH:18][CH:19]=1)[CH3:24].[Br:13][CH2:14][CH2:15][O:16][C:17]1[CH:22]=[CH:21][C:20]([CH2:23][CH3:24])=[CH:19][CH:18]=1

Participants

7

Reactant 5

HCID 78391,2-DibromoethaneHCID 312424-EthylphenolHCID 4749412HCID 4749412, compoundHCID 753609261373822-50-4HCID 178426287HCID 178426287, compound

Product 2

HCID 4749412HCID 4749412, compoundHCID 86719317HCID 86719317, compoundYield 51%

Procedure

The title compound was prepared according to the experimentals described for Example 1 above from 5,7-dimethyl-[1,2,4]triazolo[1,5-a]pyrimidine-2-thiol and 1-(2-bromoethoxy)-4-ethylbenzene in 51% yield. The reagent 1-(2-bromoethoxy)-4-ethylbenzene was prepared by a similar procedure for the synthesis of 4-chloro-3-fluorophenoxy-ethylbromide in Example 4 above from 4-ethylphenol and 1,2-dibromoethane. EM (calc.): 328.1; MS (ESI) m/e: 329.1 (M+H)+.

Sources & evidence

ORD record
ord-977d955ccd824a36a1d4384e30f23cfc
Source dataset
uspto-grants-2015_10
Patent number
US09163027B2

Reaction notes

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