Sulfamic Acid → Ammonia

HRID 3445

반응식

HRID 3445 반응식
[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]

참가 물질

5

반응물 3

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

생성물 2

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

반응 조건

온도
150 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-6a90e5dbf8d9440f860586cc73a69716
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05733913

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