Sodium Iodide → HCID 19813428、化合物

HRID 345029

反応式

HRID 345029 の反応式
Cl[CH2:2][C:3]1[O:4][C:5]2[CH:11]=[CH:10][C:9]([N+:12]([O-:14])=[O:13])=[CH:8][C:6]=2[N:7]=1.[CH3:15][NH:16][CH2:17][CH2:18][C:19]1[CH:24]=[CH:23][C:22]([N+:25]([O-:27])=[O:26])=[CH:21][CH:20]=1.C(=O)([O-])[O-].[K+].[K+].[I-].[Na+]>C(#N)C>[CH3:15][N:16]([CH2:17][CH2:18][C:19]1[CH:24]=[CH:23][C:22]([N+:25]([O-:27])=[O:26])=[CH:21][CH:20]=1)[CH2:2][C:3]1[O:4][C:5]2[CH:11]=[CH:10][C:9]([N+:12]([O-:14])=[O:13])=[CH:8][C:6]=2[N:7]=1

参加物

6

反応物 4

HCID 5238Sodium IodideHCID 11430Potassium CarbonateHCID 27641892-(Chloromethyl)-5-nitro-1,3-benzoxazoleHCID 2794239N-methyl-4-nitrophenethylamine

生成物 1

HCID 19813428HCID 19813428、化合物

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

2-Chloromethyl-5-nitrobenzoxazole (2.85 g, 13.4 mmole), N-methyl-4-nitrophenethylamine (J.O.C., [1956], 21, 45) (2.2 g, 12.2 mmole), potassium carbonate (1.85 g, 13.4 mmole) and sodium iodide (2.0 g, 13.4 mmole) were heated under reflux in acetonitrile (50 ml) for 3 days. The solvent was then evaporated, the residue diluted with water, and extracted three times with methylene chloride. The combined organic extracts were washed with water, dried (MgSO4), filtered and evaporated to dryness. The resultant oil was diluted with ether and the supernatant decanted and evaporated to dryness to give an orange solid, which was recrystallised from isopropanol to give the title compound, yield 0.80 g. 'H-N.m.r. (CDC13): δ=8.6 (d, 1H); 8.3 (dd, 1H); 8.1 (d, 2H); 7.6 (d, 1H); 7.35 (d, 2H); 3.95 (s, 2H); 2.95 (q, 2H); 2.85 (q, 2H); 2.5 (s, 3H) p.p.m.

後処理

  1. customThe solvent was then evaporated
  2. additionthe residue diluted with water
  3. extractionextracted three times with methylene chloride
  4. washThe combined organic extracts were washed with water
  5. dry with materialdried (MgSO4)
  6. filtrationfiltered
  7. customevaporated to dryness
  8. additionThe resultant oil was diluted with ether
  9. customthe supernatant decanted
  10. customevaporated to dryness
  11. customto give an orange solid, which
  12. customwas recrystallised from isopropanol

出典と根拠

ORDレコード
ord-16a4d8d778994655bd85a543ff7226e3
出典データセット
uspto-grants-1991_10
特許番号
US05055473

関連ノート

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