Ammonia → 4-Methyl-5-nitrosaccharin

HRID 861827

反応式

HRID 861827 の反応式
[NH3:1].O.C[O:4][C:5]([C:7]1[C:12]([CH3:13])=[C:11]([N+:14]([O-:16])=[O:15])[CH:10]=[CH:9][C:8]=1[S:17](Cl)(=[O:19])=[O:18])=O>O1CCCC1>[CH3:13][C:12]1[C:11]([N+:14]([O-:16])=[O:15])=[CH:10][CH:9]=[C:8]2[C:7]=1[C:5](=[O:4])[NH:1][S:17]2(=[O:19])=[O:18]

参加物

5

反応物 3

HCID 222AmmoniaHCID 962WaterHCID 153345332-Methoxycarbonyl-3-methyl-4-nitrobenzenesulfonyl chloride

生成物 1

HCID 153345344-Methyl-5-nitrosaccharin

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
25 °C

実験手順

104 ml of 25 percent ammonia solution are initially taken, 100 ml of water are added and a solution of 48.7 g (0.166 mol) of 2-methoxycarbonyl-3-methyl-4-nitrobenzenesulfonyl chloride in 70 ml of tetrahydrofuran is then added dropwise at 10° C. After stirring at 25° C. for three hours, the mixture is concentrated on a rotary evaporator to remove water and THF. The residue which remains is stirred with ethyl acetate, filtered off with suction and washed with ethyl acetate. After drying under reduced pressure, 34 g (0.131 mol)=79% of theory of a white solid of m.p.: 312° C. (dec.) are obtained.

後処理

  1. concentrationthe mixture is concentrated on a rotary evaporator
  2. customto remove water and THF
  3. stirringThe residue which remains is stirred with ethyl acetate
  4. filtrationfiltered off with suction
  5. washwashed with ethyl acetate
  6. customAfter drying under reduced pressure, 34 g (0.131 mol)=79% of theory of a white solid of m.p.: 312° C. (dec.)
  7. customare obtained

出典と根拠

ORDレコード
ord-395d1e72089a49fbb95a04ac0a1739c6
出典データセット
uspto-grants-1998_02
特許番号
US05716906

関連ノート

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