Triethylamine → Methyl 2-amino-4-{[(methylsulfonyl)amino]methyl}benzoate

HRID 458128ノート

反応式

HRID 458128 の反応式
[Cl-].[NH2:2][C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][C:10]=1[C:11]([O:13][CH3:14])=[O:12])[CH2:6][NH3+:7].C(N(CC)CC)C.[CH3:22][S:23](Cl)(=[O:25])=[O:24]>CC(N(C)C)=O>[NH2:2][C:3]1[CH:4]=[C:5]([CH2:6][NH:7][S:23]([CH3:22])(=[O:25])=[O:24])[CH:8]=[CH:9][C:10]=1[C:11]([O:13][CH3:14])=[O:12]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 11298899HCID 11298899、化合物

生成物 1

HCID 11288376Methyl 2-amino-4-{[(methylsulfonyl)amino]methyl}benzoate

試薬・触媒・溶媒 1

HCID 31374Dimethylacetamide溶媒2 回

実験手順

3 g of 3-amino-4-methoxycarbonylbenzylammonium chloride (18.8 mmol) are dissolved in 50 ml of dimethylacetamide, triethylamine (2.8 g, 27.7 mmol) is added, and the mixture is subsequently reacted at 0–10° C. with a solution of methanesulfonyl chloride (1.6 g, 13.8 mmol) in 20 ml of dimethylacetamide. After 1 h, the solvent is removed in vacuo and the residue is worked up by extraction with water/dichloromethane. The combined organic extracts are washed with water and dried (Na2SO4) and then evaporated on a rotary evaporator. The residue obtained is crystallized from water, whereupon 3 g (84%) of methyl 2-amino-4-methanesulfonylaminomethylbenzoate of melting point 120–121° C. are obtained.

後処理

  1. customthe solvent is removed in vacuo
  2. extractionthe residue is worked up by extraction with water/dichloromethane
  3. washThe combined organic extracts are washed with water
  4. dry with materialdried (Na2SO4)
  5. customevaporated on a rotary evaporator
  6. customThe residue obtained
  7. customis crystallized from water, whereupon 3 g (84%) of methyl 2-amino-4-methanesulfonylaminomethylbenzoate of melting point 120–121° C.
  8. customare obtained

出典と根拠

ORDレコード
ord-fd909f6f91ac46bba8c7b5d2baed5d96
出典データセット
uspto-grants-2007_03
特許番号
US07189848B2

反応ノート

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