Dichloromethane → HCID 21332193, compound

HRID 1390944Notes

Reaction equation

HRID 1390944 reaction equation
[C:1](Cl)(=[O:4])[CH2:2][CH3:3].C(Cl)Cl.[CH3:9][N:10]1[C:14]2[C:15]3[CH:21]=[CH:20][CH:19]=[CH:18][C:16]=3[S:17][C:13]=2[C:12]([NH2:22])=[N:11]1>N1C=CC=CC=1>[CH3:9][N:10]1[C:14]2[C:15]3[CH:21]=[CH:20][CH:19]=[CH:18][C:16]=3[S:17][C:13]=2[C:12]([NH:22][C:1](=[O:4])[CH2:2][CH3:3])=[N:11]1

Participants

5

Reactant 3

HCID 6344Dichloromethane2×HCID 62324Propionyl chlorideHCID 70525418HCID 70525418, compound

Product 1

HCID 21332193HCID 21332193, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A solution of 1.8 g. of propionyl chloride in 10 ml. of methylene chloride was added to a stirred solution of 0.01 mole of the above-referred amine in 50 ml. of methylene chloride containing 2.0 ml. of pyridine. The resulting clear solution was stirred overnight at room temperature and then washed with water, 5% aqueous hydrochloric acid, water, 10% aqueous sodium bicarbonate and finally with water. The upper organic layer was dried over magnesium sulfate and concentrated in vacuo to give a solid residue. This residue was recrystallized from ethanol to give N-(1-methyl-1H-(1)-benzothieno[3,2-c]pyrazol-3-yl)propanamide, m.p. 88°-89° C.

Workup

  1. washwashed with water, 5% aqueous hydrochloric acid, water, 10% aqueous sodium bicarbonate and finally with water
  2. dry with materialThe upper organic layer was dried over magnesium sulfate
  3. concentrationconcentrated in vacuo
  4. customto give a solid residue
  5. customThis residue was recrystallized from ethanol

Sources & evidence

ORD record
ord-d372c976263d4b5cab30a999aadc8432
Source dataset
uspto-grants-1979_02
Patent number
US04140785

Reaction notes

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