Hydrochloric Acid → 5-[(4-Amino-3-methoxyphenyl)methyl]pyrimidine-2,4-diamine

HRID 279983

反応式

HRID 279983 の反応式
[NH2:1][C:2]1[N:7]=[C:6]([NH2:8])[C:5]([CH2:9]O)=[CH:4][N:3]=1.[CH3:11][O:12][C:13]1[C:14]([NH2:19])=[CH:15][CH:16]=[CH:17][CH:18]=1.Cl>C(O)(=O)C>[NH2:1][C:2]1[N:7]=[C:6]([NH2:8])[C:5]([CH2:9][C:17]2[CH:16]=[CH:15][C:14]([NH2:19])=[C:13]([O:12][CH3:11])[CH:18]=2)=[CH:4][N:3]=1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 70002-MethoxyanilineHCID 2958782,4-Diamino-5-pyrimidinemethanol

生成物 1

HCID 130431285-[(4-Amino-3-methoxyphenyl)methyl]pyrimidine-2,4-diamine収率 70.8%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

A solution of 6.30 g (0.045 mol) of 2,4-diamino-5-hydroxymethylpyrimidine, 6.15 g (0.05 mol) of o-anisidine and 3.75 ml of concentrated hydrochloric acid in 55 ml of glacial acetic acid was heated to reflux for 6 hours. The mixture was stirred at room temperature overnight. The solvent was removed under vaccum and the residue was taken up in water, made basic with ammonium hydroxide, and the aqueous solution was extracted with dichloromethane:methanol/3:1. The organic layers were combined, dried and concentrated to a purple glass. This was purified on a silica gel column to give 7.81 g of the 4-N-acetylated product.

後処理

  1. temperatureto reflux for 6 hours
  2. customThe solvent was removed under vaccum
  3. extractionthe aqueous solution was extracted with dichloromethane
  4. customdried
  5. concentrationconcentrated to a purple glass
  6. customThis was purified on a silica gel column

出典と根拠

ORDレコード
ord-9654bf1c191345a1808a8d4d149be06c
出典データセット
uspto-grants-1986_05
特許番号
US04587341

関連ノート

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