Water → HCID 19733459、化合物

HRID 1613767ノート

反応式

HRID 1613767 の反応式
[S:1](OCCOC1C=CC(C)=CC=1)(=[O:4])(=[O:3])[NH2:2].[CH3:16][C:17]([O:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)([CH3:20])[CH2:18][OH:19].S(Cl)(=O)(=O)N.ClS(N=C=O)(=O)=O.C(N(CC)CC)C.O>C(#N)C>[S:1]([O:19][CH2:18][C:17]([CH3:16])([O:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[CH3:20])(=[O:4])(=[O:3])[NH2:2]

参加物

8

反応物 6

HCID 962WaterHCID 8471TriethylamineHCID 24499Chlorosulfamic acidHCID 70918Chlorosulfonyl isocyanateHCID 183516712-Methyl-2-phenoxypropan-1-olHCID 191086962-(4-Methylphenoxy)ethanol sulfamate

生成物 1

HCID 19733459HCID 19733459、化合物収率 28%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

This compound was prepared by the procedure used to synthesize 2-(4-methylphenoxy)ethanol sulfamate in Example 33. Thus, 13.2 g (0.0794 mole) of 2-methyl-2-phenoxypropanol was reacted with sulfamoyl chloride prepared from 26.5 ml (0.298 mole) of chlorosulfonyl isocyanate (98%, Aldrich), 33.9 g (0.336 mole) of triethylamine, and 5.3 g (0.294 mole) of water in 250 ml of acetonitrile. The 12.4 g of a viscous, oily residue obtained was purified by high pressure liquid chromatography (Waters Associates Prep LC/System 500A; PrePAK 500® silica; methylene chloride), then by chromatography (4.5×90 cm glass column; 500 g of silica gel; methylene chloride). Fractions containing title compound were combined and the solvent was evaporated under reduced pressure to give 5.4 g (28%) of a viscous oil.

後処理

  1. customThis compound was prepared by the procedure
  2. customThe 12.4 g of a viscous, oily residue obtained
  3. customwas purified by high pressure liquid chromatography (Waters Associates Prep LC/System 500A; PrePAK 500® silica; methylene chloride)
  4. additionFractions containing title compound
  5. customthe solvent was evaporated under reduced pressure

出典と根拠

ORDレコード
ord-29ea5a0768ea48b8ac344e6416e375ef
出典データセット
uspto-grants-1993_03
特許番号
US05194446

反応ノート

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