Hydrochloric Acid → HCID 69884714、化合物

HRID 1280674ノート

反応式

HRID 1280674 の反応式
C([NH:5][C:6]([NH:8][C@@H:9]([CH2:18]O)[CH2:10][C:11]1[CH:16]=[CH:15][C:14]([OH:17])=[CH:13][CH:12]=1)=[S:7])(C)(C)C.[ClH:20]>>[ClH:20].[OH:17][C:14]1[CH:15]=[CH:16][C:11]([CH2:10][C@@H:9]2[CH2:18][S:7][C:6]([NH2:5])=[N:8]2)=[CH:12][CH:13]=1

参加物

3

反応物 2

HCID 313Hydrochloric AcidHCID 86584448N-(tert-butyl)-N'-[(1R)-1-hydroxymethyl-2-(4-hydroxyphenyl)ethyl]thiourea

生成物 1

HCID 69884714HCID 69884714、化合物

実験手順

A solution of 0.2 g of N-(tert-butyl)-N′-[(1R)-1-hydroxymethyl-2-(4-hydroxyphenyl)ethyl]-thiourea in 2.6 cm3 of 6N hydrochloric acid is heated at a temperature in the region of 110° C. for 18 hours. The reaction medium is concentrated under reduced pressure (1 kPa) at a temperature in the region of 55° C. and is then taken up successively in 10 cm3 of isopropyl ether, 10 cm3 of diethyl ether, 10 cm3 of pentane, 10 cm3 of petroleum ether and 10 cm3 of isopropyl ether, concentrating under the same conditions as above between each wash. The solid obtained is dried in a desiccator under reduced pressure (0.1 kPa) at a temperature in the region of 40° C. to give 0.098 g of (+)-(4R)-4-(4-hydroxybenzyl)-4,5-dihydro-2-thiazolylamine hydrochloride in the form of an orange-coloured solid [1H NMR spectrum (300 MHz, (CD3)2SO-d6, δ in ppm): 2.78 (dd, J=13.5 and 7.5 Hz: 1H); 2.88 (dd, J=13.5 and 5.5 Hz: 1H); 3.26 (dd, J=11.5 and 6 Hz: 1H); 3.55 (dd, J=11.5 and 7.5 Hz: 1H); 4.45 (mt: 1H); 6.74 (d, J=8.5 Hz: 2H); 7.07 (d, J=8.5 Hz: 2H); 9.09 (unresolved complex: 1H); 9.41 (s: 1H); 9.56 (unresolved complex: 1H); 9.97 (broad s: 1H); (αD20=+9.5+/−0.5 at a concentration of 0.5% in methanol)].

後処理

  1. concentrationThe reaction medium is concentrated under reduced pressure (1 kPa) at a temperature in the region of 55° C.
  2. concentration10 cm3 of diethyl ether, 10 cm3 of pentane, 10 cm3 of petroleum ether and 10 cm3 of isopropyl ether, concentrating under the same conditions as above between each wash
  3. customThe solid obtained
  4. customis dried in a desiccator under reduced pressure (0.1 kPa) at a temperature in the region of 40° C.

出典と根拠

ORDレコード
ord-d61cbd6290c64bf2a5838c9e1189b0ca
出典データセット
uspto-grants-2002_09
特許番号
US06451821B1

反応ノート

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