Potassium Carbonate → HCID 44626131, compound

HRID 1958680Notes

Reaction equation

HRID 1958680 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1[S:13][C:12]([C:14]([N:16]2[CH2:21][CH2:20][C:19]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)([C:22]([NH2:24])=[O:23])[CH2:18][CH2:17]2)=[O:15])=[CH:11][C:10]=1[C:31]1[CH:36]=[CH:35][C:34]([OH:37])=[CH:33][CH:32]=1.C([O-])([O-])=O.[K+].[K+].Cl[CH2:45][CH2:46][CH2:47][OH:48]>CN(C=O)C>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1[S:13][C:12]([C:14]([N:16]2[CH2:17][CH2:18][C:19]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)([C:22]([NH2:24])=[O:23])[CH2:20][CH2:21]2)=[O:15])=[CH:11][C:10]=1[C:31]1[CH:32]=[CH:33][C:34]([O:37][CH2:45][CH2:46][CH2:47][OH:48])=[CH:35][CH:36]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 123133-Chloro-1-propanolHCID 67299848HCID 67299848, compound

Product 1

HCID 44626131HCID 44626131, compoundYield 65.8%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
90 °C

Procedure

1.65 g of the compound obtained in stage 1G), 0.57 g of K2CO3 and 0.83 g of 3-chloropropan-1-ol are added to 10 ml of DMF. The reaction medium is heated at 90° C. for 3 hours. The reaction medium is then poured onto distilled water and the expected compound is extracted with ethyl acetate. The organic phase is dried and evaporated. After crystallizing in ethyl acetate, 1.2 g of the expected compound are obtained.

Workup

  1. additionThe reaction medium is then poured
  2. distillationonto distilled water
  3. extractionthe expected compound is extracted with ethyl acetate
  4. customThe organic phase is dried
  5. customevaporated
  6. customAfter crystallizing in ethyl acetate

Sources & evidence

ORD record
ord-c81f662901b741b89ff5331ba751cb8e
Source dataset
uspto-grants-2013_04
Patent number
US08410137B2

Reaction notes

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