3,4-Dichlorophenol → HCID 86719314, compound

HRID 1752783Notes

Reaction equation

HRID 1752783 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.[Cl:13][C:14]1[CH:15]=[C:16]([CH:21]=[CH:22][C:23]=1[Cl:24])[O:17][CH2:18][CH2:19][Br:20].ClC1C=CC(OCCBr)=CC=1F.ClC1C=C(O)C=CC=1Cl.BrCCBr>>[Cl:13][C:14]1[CH:15]=[C:16]([CH:21]=[CH:22][C:23]=1[Cl:24])[O:17][CH2:18][CH2:19][S:12][C:10]1[N:11]=[C:4]2[N:3]=[C:2]([CH3:1])[CH:7]=[C:6]([CH3:8])[N:5]2[N:9]=1.[Cl:13][C:14]1[CH:15]=[C:16]([CH:21]=[CH:22][C:23]=1[Cl:24])[O:17][CH2:18][CH2:19][Br:20]

Participants

7

Reactant 5

HCID 72583,4-DichlorophenolHCID 78391,2-DibromoethaneHCID 2807934-(2-bromoethoxy)-1,2-dichlorobenzeneHCID 753609261373822-50-4HCID 178426287HCID 178426287, compound

Product 2

HCID 2807934-(2-bromoethoxy)-1,2-dichlorobenzeneHCID 86719314HCID 86719314, compoundYield 85%

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 3,4-dichlorophenoxy-ethylbromide in 85% yield. The reagent 3,4-dichlorophenoxy-ethylbromide was prepared by a similar procedure for the synthesis of 4-chloro-3-fluorophenoxy-ethylbromide in Example 4 above from 3,4-dichlorophenol and 1,2-dibromoethane. EM (calc.): 368.0; MS (ESI) m/e: 369.0 (M+H)+.

Sources & evidence

ORD record
ord-1808f993204341abb01f1377048b1e30
Source dataset
uspto-grants-2015_10
Patent number
US09163027B2

Reaction notes

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