tert-Butyl isothiocyanate → 1-Tert-butyl-3-(2-hydroxy-1-hydroxymethylethyl)thiourea

HRID 47770

반응식

HRID 47770 반응식
[C:1]([N:5]=[C:6]=[S:7])([CH3:4])([CH3:3])[CH3:2].[NH2:8][CH:9]([CH2:12][OH:13])[CH2:10][OH:11]>C(O)C>[C:1]([NH:5][C:6]([NH:8][CH:9]([CH2:12][OH:13])[CH2:10][OH:11])=[S:7])([CH3:4])([CH3:3])[CH3:2]

참가 물질

4

반응물 2

HCID 11544tert-Butyl isothiocyanateHCID 68294Serinol

생성물 1

HCID 227478811-Tert-butyl-3-(2-hydroxy-1-hydroxymethylethyl)thiourea

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
20 °C

실험 절차

30.4 cm3 of tert-butyl isothiocyanate are added to a solution of 14.6 g of 2-amino-1,3-propanediol in 245 cm3 of ethanol, and the mixture is then stirred at a temperature in the region of 20° C. for 94 hours. The reaction medium is concentrated under reduced pressure (5 kPa) at a temperature in the region of 40° C. and the residue is slurried in a mixture of 160 cm3 of petroleum ether and 26 cm3 of ethanol, and the product is filtered off and then dried in a desiccator under reduced pressure (0.1 kPa) at a temperature in the region of 60° C. 30 g of 1-tert-butyl-3-(2-hydroxy-1-hydroxymethylethyl)thiourea are obtained in the form of a white solid [1H NMR spectrum (250 MHz, (CD3)2SO-d6, δ in ppm): 1.42 (s: 9H); 3.38 (mt: 2H); 3.54 (mt: 2H); 4.17 (unresolved complex: 1H); 4.70 (t, J=5 Hz: 2H); 7.08 (d, J=8 Hz: 1H); 7.38 (s: 1H]).

후처리

  1. concentrationThe reaction medium is concentrated under reduced pressure (5 kPa) at a temperature in the region of 40° C.
  2. additionthe residue is slurried in a mixture of 160 cm3 of petroleum ether and 26 cm3 of ethanol
  3. filtrationthe product is filtered off
  4. customdried in a desiccator under reduced pressure (0.1 kPa) at a temperature in the region of 60° C

출처 및 근거

ORD 기록
ord-35ee6d60b54c40f1a05b49103829e5e4
출처 데이터셋
uspto-grants-2004_03
특허 번호
US06699895B2

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