Dimethyl Sulfoxide → 2,6-Di(methylamino)-3,5-dinitropyridine

HRID 267497

反応式

HRID 267497 の反応式
N[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][C:5]([N+:11]([O-:13])=[O:12])=[C:4]([NH2:14])[N:3]=1.[CH3:15]S(C)=O.[CH3:19][NH2:20]>CN(C)C(=O)C.CO>[CH3:19][NH:20][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][C:5]([N+:11]([O-:13])=[O:12])=[C:4]([NH:14][CH3:15])[N:3]=1

参加物

6

反応物 3

HCID 679Dimethyl SulfoxideHCID 6329MethylamineHCID 5429593,5-dinitropyridine-2,6-diamine

生成物 1

HCID 215548902,6-Di(methylamino)-3,5-dinitropyridine

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 31374Dimethylacetamide溶媒

反応条件

温度
70 °C

実験手順

To a solution of 2,6-diamino-3,5-dinitropyridine (25.0 g, 0.125 mole) and 225 ml dimethylsulfoxide in a 500 ml Parr bottle was added a solution of methylamine (20 g, 0.65 mole) in 75 ml N,N-dimethylacetamide (DMAc). The reaction was shaken for 4 hours at ambient temperatures and then heated 20 hours at 70°C. Upon cooling, the heterogeneous mixture was diluted with 100 ml methanol, filtered, washed with 200 ml DMAc-methanol (lv/lv), twice with methanol and dried. 2,6-Di(methylamino)-3,5-dinitropyridine, m.p. 323°-325°C (dec.) was obtained as a golden yellow solid (25.0 g, 93% yield). This product, unlike 2,6-diamino-3,5-dinitropyridine, is essentially insoluble in dimethylsulfoxide and 85% H3PO4. Anal. Calcd. for C7H9N5O4 : C, 37.0; H, 4.0; N, 30.8. Found: C, 37.2; H, 3.8; N, 31.0.

後処理

  1. temperatureUpon cooling
  2. filtrationfiltered
  3. washwashed with 200 ml DMAc-methanol (lv/lv), twice with methanol
  4. customdried

出典と根拠

ORDレコード
ord-c53048a57f57486b8ed6b1a221694a0b
出典データセット
uspto-grants-1976_03
特許番号
US03943125

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