Acetic Acid → 4-Methylthio-3-nitrobenzoic acid

HRID 467334ノート

反応式

HRID 467334 の反応式
[CH3:1][S:2][C:3]1[CH:12]=[CH:11][C:6]([C:7]([O:9]C)=[O:8])=[CH:5][C:4]=1[N+:13]([O-:15])=[O:14].[OH-].[Na+].C(O)(=O)C>C(O)C.O>[CH3:1][S:2][C:3]1[CH:12]=[CH:11][C:6]([C:7]([OH:9])=[O:8])=[CH:5][C:4]=1[N+:13]([O-:15])=[O:14]

参加物

6

反応物 3

HCID 176Acetic AcidHCID 14798Sodium HydroxideHCID 21187831Methyl 4-(methylsulfanyl)-3-nitrobenzenecarboxylate

生成物 1

HCID 5425314-Methylthio-3-nitrobenzoic acid収率 93.8%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒

実験手順

A solution of methyl 4-methylthio-3-nitrobenzoate (11.7 g) and sodium hydroxide (4.1 g) in ethanol (234 ml) and water (117 ml) was heated at reflux for 2 hours and was then concentrated in vacuo to about 70 ml. Water (250 ml) was added and the mixture was warmed to give a solution which was acidified with acetic acid (30 ml). The mixture was stirred while cooling and the resulting solid collected and washed with water to yield 4-methylthio-3-nitrobenzoic acid (10.3 g), m.p. 245°-247° C. [Elemental analysis: C,45.2; H,3.22; N,6.48; S,14.1%; calculated: C,45.07; H,3.29; N,6.57; S,15.02%].

後処理

  1. temperatureat reflux for 2 hours
  2. concentrationwas then concentrated in vacuo to about 70 ml
  3. additionWater (250 ml) was added
  4. temperaturethe mixture was warmed
  5. customto give a solution which
  6. temperaturewhile cooling
  7. customthe resulting solid collected
  8. washwashed with water

出典と根拠

ORDレコード
ord-70b8ba8316fe4998be7e4b78283c050c
出典データセット
uspto-grants-1992_10
特許番号
US05159114

反応ノート

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