Chloroform → HCID 12899417, compound

HRID 1154932Notes

Reaction equation

HRID 1154932 reaction equation
[OH:1][C:2]1[CH:11]=[CH:10]C=[C:8]2[C:3]=1[CH2:4][CH2:5][C:6](=[O:12])[NH:7]2.S(Cl)([Cl:16])(=O)=O.[CH:18]([Cl:21])(Cl)Cl>C(O)(=O)C>[OH:1][C:2]1[C:11]([Cl:16])=[CH:10][C:18]([Cl:21])=[C:8]2[C:3]=1[CH2:4][CH2:5][C:6](=[O:12])[NH:7]2

Participants

5

Reactant 3

HCID 6212ChloroformHCID 24648Sulfuryl chlorideHCID 1691533,4-Dihydro-5-hydroxy-2(1H)-quinolinone

Product 1

HCID 12899417HCID 12899417, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

24 Grams of 5-hydroxy-3,4-dihydrocarbostyril is suspended in 200 ml of acetic acid and 300 ml of chloroform. This suspension is adjusted to 40° to 50° C., and then 36 ml of sulfuryl chloride is added dropwise thereto under agitation, followed by one-hour agitation at the same temperature. The reaction solution is poured into ice-water and the precipitate is filtered out. This product is recrystallized from methanol to obtain 20 gr of 5-hydroxy-6,8-dichloro-3,4-dihydrocarbostyril in the form of colorless plate-like crystals with melting point of 246°-248° C.

Workup

  1. customis adjusted to 40° to 50° C.
  2. waitunder agitation, followed by one-hour
  3. filtrationthe precipitate is filtered out
  4. customThis product is recrystallized from methanol

Sources & evidence

ORD record
ord-8837b23a53f4488d874e946ec950c036
Source dataset
uspto-grants-1981_11
Patent number
US04298739

Reaction notes

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