tert-Butyl isothiocyanate → N-(tert-butyl)-N'-[(1R)-1-(4-methoxyphenyl)-2-hydroxyethyl]thiourea

HRID 2229846ノート

反応式

HRID 2229846 の反応式
[NH2:1][C@H:2]([C:5]1[CH:10]=[CH:9][C:8]([O:11][CH3:12])=[CH:7][CH:6]=1)[CH2:3][OH:4].[C:13]([N:17]=[C:18]=[S:19])([CH3:16])([CH3:15])[CH3:14]>C(O)C.O>[C:13]([NH:17][C:18]([NH:1][C@H:2]([C:5]1[CH:10]=[CH:9][C:8]([O:11][CH3:12])=[CH:7][CH:6]=1)[CH2:3][OH:4])=[S:19])([CH3:16])([CH3:15])[CH3:14]

参加物

5

反応物 2

HCID 11544tert-Butyl isothiocyanateHCID 10866717(R)-2-Amino-2-(4-methoxyphenyl)ethanol

生成物 1

HCID 86584347N-(tert-butyl)-N'-[(1R)-1-(4-methoxyphenyl)-2-hydroxyethyl]thiourea

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒

実験手順

The process is performed under the conditions of Example 1, starting with 5.78 g of (2R)-2-amino-2-(4-methoxyphenyl)-1-ethanol and 6.48 cm3 of tert-butyl isothiocyanate in 73 cm3 of ethanol for 17 h 30 minutes at a temperature in the region of 20° C. The reaction mass is evaporated under reduced pressure (5 kPa) at a temperature in the region of 40° C. and the solid residue obtained is then ground in 45 cm3 of water, filtered and washed with twice 20 cm3 of water and twice 25 cm3 of diethyl ether. The crystals are dried in an oven under reduced pressure (10 Pa) at a temperature in the region of 45° C. 4.9 g of N-(tert-butyl)-N′-[(1R)-1-(4-methoxyphenyl)2-hydroxyethyl]-thiourea are obtained in the form of a white solid. (Rf=0.60 in ethyl acetate, on a Merck 60F254R silica plate).

後処理

  1. customThe reaction mass is evaporated under reduced pressure (5 kPa) at a temperature in the region of 40° C.
  2. customthe solid residue obtained
  3. filtrationfiltered
  4. washwashed with twice 20 cm3 of water and twice 25 cm3 of diethyl ether
  5. customThe crystals are dried in an oven under reduced pressure (10 Pa) at a temperature in the region of 45° C

出典と根拠

ORDレコード
ord-2923796e8e0348578d4a6e931c0ef928
出典データセット
uspto-grants-2002_07
特許番号
US06420566B2

反応ノート

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