تفاعل #2075723

ord-174e3c266059498b9b5762dd3d578a71

معادلة التفاعل

COc1c(Cl)nc(Cl)nc1Cl
2,4,6-Trichloro-5-methoxypyrimidine
N
ammonia
O
water
COc1c(N)nc(Cl)nc1Cl
title compound
المردود 88.0%
COc1c(N)nc(Cl)nc1Cl
2,6-Dichloro-5-methoxy-pyrimidin-4-ylamine
المردود 88.0%

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرى3,984,411 for preparation)
  2. 2
    ترشيحthe precipitated product was collected by filtration
  3. 3
    غسيلwashed with water
  4. 4
    workup.DISSOLUTIONThis solid was dissolved in 40 mL ethyl acetate
  5. 5
    غسيلwashed twice with water
  6. 6
    غسيلwashed once with brine
  7. 7
    أخرىdried
  8. 8
    أخرىevaporated

الإجراء التجريبي

2,4,6-Trichloro-5-methoxypyrimidine (1.0 g, 4.7 mmol, see U.S. Pat. No. 3,984,411 for preparation) was dissolved in 15 mL dry dimethyl sulfoxide (DMSO) and treated with a stream of ammonia gas for 30 min. The mixture was poured into 30 mL water and the precipitated product was collected by filtration and washed with water. This solid was dissolved in 40 mL ethyl acetate, washed twice with water, washed once with brine, dried and evaporated to give the title compound (800 mg, 88% yield): mp 155-156° C.: 1HNMR (DMSO-d6+D2O) δ 3.71 (s, 3H).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07642220B2uspto-grants-2010_01