Hydrochloric Acid → 2-[N-(2,4,6-trifluorophenyl)sulfamoyl]-acetic acid methyl ester

HRID 654006ノート

反応式

HRID 654006 の反応式
[F:1][C:2]1[CH:8]=[C:7]([F:9])[CH:6]=[C:5]([F:10])[C:3]=1[NH2:4].N1C=CC=CC=1.[CH3:17][O:18][C:19](=[O:25])[CH2:20][S:21](Cl)(=[O:23])=[O:22].Cl>ClC(Cl)C>[CH3:17][O:18][C:19](=[O:25])[CH2:20][S:21](=[O:23])(=[O:22])[NH:4][C:3]1[C:2]([F:1])=[CH:8][C:7]([F:9])=[CH:6][C:5]=1[F:10]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 1049PyridineHCID 677652,4,6-TrifluoroanilineHCID 11435213Methyl (chlorosulfonyl)acetate

生成物 1

HCID 150576002-[N-(2,4,6-trifluorophenyl)sulfamoyl]-acetic acid methyl ester

試薬・触媒・溶媒 1

HCID 63651,1-Dichloroethane溶媒2 回

反応条件

温度
0 °C

実験手順

0.76 g (5 mmol) of 2,4,6-trifluoroaniline is dissolved in 40 ml of dichloroethane with exclusion of moisture, 0.4 ml (5 mmol) of pyridine is added, 0.86 g (5 mmol) of chlorosulfonyl acetic acid methyl ester, dissolved in 10 ml of dichloroethane, is instilled at 0° C. and then it is stirred for 1 hour at 0° C. and 12 hours at room temperature. The reaction solution is then shaken out twice with 10 ml of 2N hydrochloric acid each, the phases are separated, the organic phase is dried on magnesium sulfate, filtered and evaporated to dryness. The residue is crystallized from diethyl ether/pentane 1:1. 790 mg (2.79 mmol)=55.79% of the theoretical yield is obtained as a crystallizate. Melting point 99-100° C.

後処理

  1. additionis added
  2. customis instilled at 0° C.
  3. customare separated
  4. customthe organic phase is dried on magnesium sulfate
  5. filtrationfiltered
  6. customevaporated to dryness
  7. customThe residue is crystallized from diethyl ether/pentane 1:1
  8. custom790 mg (2.79 mmol)=55.79% of the theoretical yield
  9. customis obtained as a crystallizate

出典と根拠

ORDレコード
ord-87ef31eb74b042b9b9e337b1bd335be7
出典データセット
uspto-grants-1992_07
特許番号
US05130119

反応ノート

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