Sodium Thiosulfate → 4-Chloro-6-ethyl-5-iodo-pyrimidin-2-ylamine

HRID 1258418노트

반응식

HRID 1258418 반응식
[Cl:1][C:2]1[CH:7]=[C:6]([CH2:8][CH3:9])[N:5]=[C:4]([NH2:10])[N:3]=1.C1C(=O)N([I:18])C(=O)C1.[O-]S([O-])(=S)=O.[Na+].[Na+].C([O-])(O)=O.[Na+]>C(O)(=O)C>[Cl:1][C:2]1[C:7]([I:18])=[C:6]([CH2:8][CH3:9])[N:5]=[C:4]([NH2:10])[N:3]=1

참가 물질

6

반응물 4

HCID 24477Sodium ThiosulfateHCID 120273N-IodosuccinimideHCID 516892Sodium BicarbonateHCID 223243042-Amino-4-chloro-6-ethylpyrimidine

생성물 1

HCID 585132964-Chloro-6-ethyl-5-iodo-pyrimidin-2-ylamine

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

25.0 g (159 mmol) 4-Chloro-6-ethyl-pyrimidin-2-ylamine in 1.0 L acetic acid is cooled to 0° C. and 36.0 g (159 mmol) NIS is added in one portion. The reaction mixture is stirred at RT until conversion of the starting material is completed (18 h). An aqueous solution of 5% Na2S2O3 and 10% NaHCO3 is added until the mixture decolorizes. The formed precipitate is filtered off, taken up with water and the suspension stirred at RT for 60 minutes. The product is filtered off, washed with diethyl ether and dried in vacuo at 40° C. Yield: 40.3 g (90%). 1H NMR (DMSO-d6) δ: 7.2 (s, 2H), 2.7 (quart., 2H), 1.1 (tripl., 3H). HPLC-MS: tR=1.62 min , (M+H)+=284.

후처리

  1. custom(18 h)
  2. filtrationThe formed precipitate is filtered off
  3. stirringthe suspension stirred at RT for 60 minutes
  4. filtrationThe product is filtered off
  5. washwashed with diethyl ether
  6. customdried in vacuo at 40° C

출처 및 근거

ORD 기록
ord-c1114195794c45d49bcc52e44d2451b5
출처 데이터셋
uspto-grants-2013_06
특허 번호
US08466162B2

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