Sulfuric Acid → 2-Chloro-5-bromo-[(beta-chloroethyl)-sulfonylmethylamino]-benzoic acid

HRID 1438843ノート

反応式

HRID 1438843 の反応式
S(=O)(=O)(O)O.O[CH2:7][S:8]([CH2:11][CH2:12][Cl:13])(=[O:10])=[O:9].[Cl:14][C:15]1[C:23]([NH2:24])=[CH:22][C:21]([Br:25])=[CH:20][C:16]=1[C:17]([OH:19])=[O:18]>C(#N)C>[Cl:14][C:15]1[C:23]([NH:24][CH2:7][S:8]([CH2:11][CH2:12][Cl:13])(=[O:10])=[O:9])=[CH:22][C:21]([Br:25])=[CH:20][C:16]=1[C:17]([OH:19])=[O:18]

参加物

5

反応物 3

HCID 1118Sulfuric AcidHCID 213993193-Amino-5-bromo-2-chlorobenzoic acidHCID 23462655Hydroxymethyl-(beta-chloroethyl)-sulfone

生成物 1

HCID 213993372-Chloro-5-bromo-[(beta-chloroethyl)-sulfonylmethylamino]-benzoic acid収率 77%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

反応条件

温度
50 °C

実験手順

1 ml of concentrated sulfuric acid, followed by 9.6 g (60 mmoles) of hydroxymethyl-(β-chloroethyl)-sulfone were added at 60° C, whilst stirring, to a filtered solution of 12.6 g (50 moles) of 2-chloro-5-bromo-3-aminobenzoic acid in 150 ml of hot acetonitrile. The mixture was stirred for a further 2.5 hours at 50° C and was then cooled to 10° C, and the product which had precipitated was filtered off. It was rinsed with water and dried in air. 15 g (77% of theory) of 2-chloro-5-bromo-[(β-chloroethyl)-sulfonylmethylamino]-benzoic acid were obtained in the form of a yellow powder of melting point 164° C (with decomposition).

後処理

  1. additionwere added at 60° C
  2. temperaturewas then cooled to 10° C
  3. customthe product which had precipitated
  4. filtrationwas filtered off
  5. washIt was rinsed with water
  6. customdried in air

出典と根拠

ORDレコード
ord-c32f3284cb514606bb40abb148d3030e
出典データセット
uspto-grants-1977_11
特許番号
US04057418

反応ノート

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