Water → HCID 19855245, compound

HRID 1649870Notes

Reaction equation

HRID 1649870 reaction equation
Cl.[NH2:2][C:3]1[CH:4]=[N:5][C:6]2[C:11]([C:12]=1[S:13][CH3:14])=[CH:10][CH:9]=[CH:8][CH:7]=2.[C:15](OC(=O)C)(=[O:17])[CH3:16].O>N1C=CC=CC=1>[C:15]([NH:2][C:3]1[CH:4]=[N:5][C:6]2[C:11]([C:12]=1[S:13][CH3:14])=[CH:10][CH:9]=[CH:8][CH:7]=2)(=[O:17])[CH3:16]

Participants

5

Reactant 3

HCID 962WaterHCID 7918Acetic AnhydrideHCID 19855247HCID 19855247, compound

Product 1

HCID 19855245HCID 19855245, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

22.67 g (0.1 mole) of 3-amino-4-methylthio-quinoline-hydrochloride [or 19.02 g (0.1 mole) of the corresponding base] are dissolved in 125 ml of pyridine, whereupon 10.7 g (0.105 mole) of acetic anhydride are added at 10°-15° C. When the yellow colour of the solution has disappeared, the reaction mixture is poured into 1000 ml of water. The precipitated white crystals are filtered. Thus 20.9 g of 3-acetylamino-4-methylthio-quinoline are obtained, yield 90%, m.p.: 137°-138° C. (after crystallization from ethyl acetate).

Workup

  1. additionare added at 10°-15° C
  2. filtrationThe precipitated white crystals are filtered

Sources & evidence

ORD record
ord-59b9426e3190495da7055969d8e2c02a
Source dataset
uspto-grants-1990_05
Patent number
US04921960

Reaction notes

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