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Hydrochloric Acid → Methyl 4-iodo-2-[N-(N-butylaminocarbonyl)aminosulfonyl]benzoate

HRID 1857825
ノート
印刷プレビュー

反応式

HRID 1857825 の反応式
[I:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[C:4]([S:12]([NH2:15])(=[O:14])=[O:13])[CH:3]=1.C([O-])([O-])=O.[K+].[K+].[CH2:22]([N:26]=[C:27]=[O:28])[CH2:23][CH2:24][CH3:25].Cl>ClC1C=CC=CC=1.O>[I:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[C:4]([S:12]([NH:15][C:27]([NH:26][CH2:22][CH2:23][CH2:24][CH3:25])=[O:28])(=[O:13])=[O:14])[CH:3]=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 4

HCID 313Hydrochloric AcidHCID 8110Butyl isocyanateHCID 11430Potassium CarbonateHCID 109478222-(Aminosulfonyl)-4-iodobenzoic acid methyl ester

生成物 1

HCID 10863097Methyl 4-iodo-2-[N-(N-butylaminocarbonyl)aminosulfonyl]benzoate

試薬・触媒・溶媒 2

HCID 962Water溶媒
HCID 7964Chlorobenzene溶媒

反応条件

温度
90 °C

実験手順

34.1 g (0.1 mol) of the sulfonamide of the formula (IV) from Example 1 and 14.7 g of K2CO3 (0.105 mol) are admixed with 10.6 g of n-butyl isocyanate (98% pure) (0.105 mol) in 250 ml of chlorobenzene, and the mixture is kept at 55 to 60° C. for 2 hours. The mixture is then stirred at 90° C. for 8.5 h. The mixture is cooled to room temperature and initially 200 ml of water and then 2n of hydrochloric acid are added until the pH has reached 1-2. The organic phase is separated off and washed free of acid using four times 50 ml of water. The solvent is removed under reduced pressure, and 43.8 g of the desired compound of the formula (I) (99.3% of theory) of melting point 128 to 130° C. remain.

後処理

  1. temperatureThe mixture is cooled to room temperature
  2. customThe organic phase is separated off
  3. washwashed free of acid
  4. customThe solvent is removed under reduced pressure, and 43.8 g of the desired compound of the formula (I) (99.3% of theory) of melting point 128 to 130° C.

出典と根拠

ORDレコード
ord-64742d227bd8490ca2adb61bff4c49e2
出典データセット
uspto-grants-2000_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06147248

反応ノート

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