Sulfamic Acid → Ammonia

HRID 3445

反応式

HRID 3445 の反応式
[NH2:1][C:2]1[N:3]=[CH:4][C:5]2[CH:11]=[C:10]([C:12]3[C:17]([Cl:18])=[CH:16][CH:15]=[CH:14][C:13]=3[Cl:19])[C:9]([NH2:20])=[N:8][C:6]=2[N:7]=1.S(=O)(=O)(O)[NH2:22].[CH2:26]([N:28]([CH2:31][CH2:32]N)[CH2:29][CH3:30])[CH3:27]>>[Cl:19][C:13]1[CH:14]=[CH:15][CH:16]=[C:17]([Cl:18])[C:12]=1[C:10]1[C:9]([NH2:20])=[N:8][C:6]2[N:7]=[C:2]([NH:1][CH2:27][CH2:26][N:28]([CH2:31][CH3:32])[CH2:29][CH3:30])[N:3]=[CH:4][C:5]=2[CH:11]=1.[NH3:22]

参加物

5

反応物 3

HCID 5987Sulfamic AcidHCID 60993N,N-DiethylethylenediamineHCID 53281136-(2,6-Dichlorophenyl)pyrido[2,3-d]pyrimidine-2,7-diamine

生成物 2

HCID 222Ammonia収率 1%HCID 53281286-Arylpyrido[2,3-d]pyrimidine deriv. 26

反応条件

温度
150 °C

実験手順

A mixture of 2,7-diamino-6-(2,6-dichlorophenyl)-pyrido[2,3-d]pyrimidine (4.0 g) from Example 1, sulfamic acid (2.53 g), and diethylaminoethylamine (40 mL) was heated to approximately 150° C. for 20 hours. The excess diethylaminoethylamine was removed in vacuo. The resulting oil was dissolved in diethyl ether, diluted with hexane, and then filtered. The resulting solid was dissolved in dichloromethane which was washed several times with water, dried with magnesium sulfate, and concentrated in vacuo. The residue was crystallized from ethyl acetate to give the title compound 6-(2,6-dichlorophenyl)-N2 -(2-diethylamino-ethyl)-pyrido[2,3-d]pyrimidine-2,7-diamine, CIMS (1% NH3 in CH4): 433=M+ +C2H5, 405=M+ +H, 389=M+ -Et, 360; mp 216°-219.5° C.

後処理

  1. customThe excess diethylaminoethylamine was removed in vacuo
  2. dissolutionThe resulting oil was dissolved in diethyl ether
  3. additiondiluted with hexane
  4. filtrationfiltered
  5. dissolutionThe resulting solid was dissolved in dichloromethane which
  6. washwas washed several times with water
  7. dry with materialdried with magnesium sulfate
  8. concentrationconcentrated in vacuo
  9. customThe residue was crystallized from ethyl acetate

出典と根拠

ORDレコード
ord-6a90e5dbf8d9440f860586cc73a69716
出典データセット
uspto-grants-1998_03
特許番号
US05733913

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