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1,2-Dibromoethane → HCID 86719316, compound

HRID 1752785
Notes
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Reaction equation

HRID 1752785 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.[F:13][C:14]1[CH:15]=[C:16]([CH:21]=[CH:22][C:23]=1[F:24])[O:17][CH2:18][CH2:19][Br:20].ClC1C=CC(OCCBr)=CC=1F.FC1C=C(O)C=CC=1F.BrCCBr>>[F:13][C:14]1[CH:15]=[C:16]([CH:21]=[CH:22][C:23]=1[F: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.[F:13][C:14]1[CH:15]=[C:16]([CH:21]=[CH:22][C:23]=1[F:24])[O:17][CH2:18][CH2:19][Br:20]
ParticipantsProcedureSources & evidenceReaction notes

Participants

7

Reactant 5

HCID 78391,2-DibromoethaneHCID 759273,4-DifluorophenolHCID 22471323HCID 22471323, compoundHCID 753609261373822-50-4HCID 178426287HCID 178426287, compound

Product 2

HCID 22471323HCID 22471323, compound
HCID 86719316
HCID 86719316, compound
Yield 36%

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-difluorophenoxy-ethylbromide in 36% yield. The reagent 3,4-difluorophenoxy-ethylbromide was prepared by a similar procedure for the synthesis of 4-chloro-3-fluorophenoxy-ethylbromide in Example 4 above from 3,4-difluorophenol and 1,2-dibromoethane. EM (calc.): 336.1; MS (ESI) m/e: 337.1 (M+H)+.

Sources & evidence

ORD record
ord-17a475d15834408c90428fe488f98e5b
Source dataset
uspto-grants-2015_10
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09163027B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes