Hydrochloric Acid → HCID 23457161, compound

HRID 1680152Notes

Reaction equation

HRID 1680152 reaction equation
[Cl:1][C:2]1[CH:15]=[CH:14][CH:13]=[C:12]([Cl:16])[C:3]=1[NH:4][C:5]1[C:6]([CH2:10]O)=[CH:7][S:8][CH:9]=1.[ClH:17]>>[Cl:1][C:2]1[CH:15]=[CH:14][CH:13]=[C:12]([Cl:16])[C:3]=1[NH:4][C:5]1[C:6]([CH2:10][Cl:17])=[CH:7][S:8][CH:9]=1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 23457159HCID 23457159, compound

Product 1

HCID 23457161HCID 23457161, compound

Procedure

27.4 g (0.1 mole) of 4-(2,6-dichloroanilino)-3-thiophenmethanol are dissolved in 800 ml of concentrated aqueous hydrochloric acid, and the solution is left to stand for eight hours, poured onto ice and extracted with toluene. The organic phase is washed with sodium bicarbonate solution, dried and concentrated. Recrystallization of the residue from petroleum ether gives 3-(2,6-dichloroanilino)-4-chloromethylthiophen (m. 89° to 92°).

Workup

  1. waitthe solution is left
  2. additionpoured onto ice
  3. extractionextracted with toluene
  4. washThe organic phase is washed with sodium bicarbonate solution
  5. customdried
  6. concentrationconcentrated
  7. customRecrystallization of the residue from petroleum ether

Sources & evidence

ORD record
ord-16231ea2333b4d1b814177caa6dbfbce
Source dataset
uspto-grants-1981_06
Patent number
US04272507

Reaction notes

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