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Anthranilic Acid → HCID 69747102、化合物

HRID 1061860
ノート
印刷プレビュー

反応式

HRID 1061860 の反応式
[C:1]([OH:10])(=[O:9])[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[NH2:4].C(=O)([O-])[O-].[Na+].[Na+].[C:17]1(C)[CH:22]=[CH:21][C:20]([S:23](Cl)(=[O:25])=[O:24])=[CH:19][CH:18]=1.[CH4:28].Cl>O>[C:19]1([CH3:28])[C:20]([S:23]([C:6]2[CH:5]=[C:3]([NH2:4])[C:2](=[CH:8][CH:7]=2)[C:1]([OH:10])=[O:9])(=[O:24])=[O:25])=[CH:21][CH:22]=[CH:17][CH:18]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

7

反応物 5

HCID 227Anthranilic AcidHCID 297MethaneHCID 313Hydrochloric AcidHCID 73974-Toluenesulfonyl chlorideHCID 10340Sodium Carbonate

生成物 1

HCID 69747102HCID 69747102、化合物収率 110.1%

試薬・触媒・溶媒 1

HCID 962
Water
溶媒

反応条件

温度
65 °C

実験手順

13.7 g (0.1 mol) of anthranilic acid was added in three portions to the warmed solution of 26.0 g of sodium carbonate in 150 ml of water, 23.0 g (0.12 mol) of p-toluenesulfonyl chloride was added to the solution in 5 portions over a period of 20 minutes. Maintained the reaction mixture at 60-70° C. for additional 0.5 h, and rised to 85° C., 1.0 g of Norit was added cautiously and the solution was fitered. The filtrate was cooled and acidified with dilute HCl, the product was isolated by filtration and washed with dilute hydrochloric acid and then water. After recrystallized from 95% ethanol there was obtained the title compound (20.0 g) as white crystal, yield 68.7%, m.p. 229-232° C.

後処理

  1. additionwas added to the solution in 5 portions over a period of 20 minutes
  2. customrised to 85° C.
  3. temperatureThe filtrate was cooled
  4. customthe product was isolated by filtration
  5. washwashed with dilute hydrochloric acid
  6. customAfter recrystallized from 95% ethanol

出典と根拠

ORDレコード
ord-305f34d0431c41d5b6a1bacfb22171b7
出典データセット
uspto-grants-2005_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06960611B2

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート