Ethanol → HCID 86628173, compound

HRID 549258Notes

Reaction equation

HRID 549258 reaction equation
Br[CH:2]([CH2:26][CH2:27][Cl:28])[C:3]([C:5]1[CH:25]=[CH:24][C:8]([O:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][O:15][C:16]2[CH:23]=[CH:22][C:19]([C:20]#[N:21])=[CH:18][CH:17]=2)=[CH:7][CH:6]=1)=O.[NH2:29][C:30]([NH2:32])=[S:31].C(O)C>O>[NH2:32][C:30]1[S:31][C:2]([CH2:26][CH2:27][Cl:28])=[C:3]([C:5]2[CH:25]=[CH:24][C:8]([O:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][O:15][C:16]3[CH:23]=[CH:22][C:19]([C:20]#[N:21])=[CH:18][CH:17]=3)=[CH:7][CH:6]=2)[N:29]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 2723790ThioureaHCID 86628174HCID 86628174, compound

Product 1

HCID 86628173HCID 86628173, compoundYield 21%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

16.9 g (36.3 mmol) of 4-{5-[4-(2-bromo-4-chlorobutyryl)phenoxy]pentyloxy}-benzonitrile compound (9) of Preparative Example 1-4 and 5.53 g (72.6 mmol) of thiourea were added to 100 ml of ethanol, and the mixture was refluxed at 80□ for 12 hrs. The reaction solution was cooled to room temperature, added with purified water for recrystallization, and filtered under reduced pressure to obtain 3.3 g (yield: 21%) of a title compound (16).

Workup

  1. temperaturethe mixture was refluxed at 80□ for 12 hrs
  2. filtrationfiltered under reduced pressure

Sources & evidence

ORD record
ord-e6ea12ab9de94cd0a62632c7d90d2aff
Source dataset
uspto-grants-2011_05
Patent number
US07943646B2

Reaction notes

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