2-(Chloromethyl)quinoline → HCID 11349715, compound

HRID 380346Notes

Reaction equation

HRID 380346 reaction equation
Cl[CH2:2][C:3]1[CH:12]=[CH:11][C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[N:4]=1.[OH:13][C:14]1[CH:15]=[C:16]([S:20][C:21]2[CH:30]=[CH:29][CH:28]=[CH:27][C:22]=2[C:23]([O:25]C)=[O:24])[CH:17]=[CH:18][CH:19]=1>>[N:4]1[C:5]2[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=2)[CH:11]=[CH:12][C:3]=1[CH2:2][O:13][C:14]1[CH:15]=[C:16]([S:20][C:21]2[CH:30]=[CH:29][CH:28]=[CH:27][C:22]=2[C:23]([OH:25])=[O:24])[CH:17]=[CH:18][CH:19]=1

Participants

3

Reactant 2

HCID 203942-(Chloromethyl)quinolineHCID 18365045HCID 18365045, compound

Product 1

HCID 11349715HCID 11349715, compound

Procedure

Using the procedure described in Example 23 starting from 2-chloromethyiquinoline and methyl 2-(3-hydroxyphenylsulfanyl)benzoate, methyl ester of the title acid was obtained as red-brown crystals in nearly quantitative yield, m.p. 52-55° C. An analytical sample was further purified by crystallization from a mixture of ethanol and ether. For C24H19NO3S (401.5) calculated: 71.80% C, 4.77% H, 3.49% N, 7.99% S; found: 71.83% C, 4.76% H, 3.18% N, 7.75% S.

Workup

  1. customwas obtained as red-brown crystals in nearly quantitative yield, m.p. 52-55° C
  2. customAn analytical sample was further purified by crystallization from a mixture of ethanol and ether

Sources & evidence

ORD record
ord-af490ca11b244ec78e4fb04215bb3e91
Source dataset
uspto-grants-2001_10
Patent number
US06303612B1

Reaction notes

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