Potassium Carbonate → 7-[(4-Acetylphenyl)methyl]-7H-pyrrolo[3,2-f]-quinazoline-1,3-diamine

HRID 1111733

反応式

HRID 1111733 の反応式
[C:1]1([NH2:15])[N:2]=[C:3]([NH2:14])[N:4]=[C:5]2[C:10]=1[C:9]1[CH:11]=[CH:12][NH:13][C:8]=1[CH:7]=[CH:6]2.[H-].[Na+].[C:18]([C:21]1[CH:28]=[CH:27][C:24]([CH2:25]Br)=[CH:23][CH:22]=1)(=[O:20])[CH3:19].C(=O)([O-])[O-].[K+].[K+]>C(O)(=O)C.CN(C)C=O>[C:18]([C:21]1[CH:28]=[CH:27][C:24]([CH2:25][N:13]2[C:8]3[CH:7]=[CH:6][C:5]4[C:10](=[C:1]([NH2:15])[N:2]=[C:3]([NH2:14])[N:4]=4)[C:9]=3[CH:11]=[CH:12]2)=[CH:23][CH:22]=1)(=[O:20])[CH3:19]

参加物

7

反応物 4

HCID 11430Potassium CarbonateHCID 24758Sodium hydrideHCID 5837851-[4-(Bromomethyl)phenyl]ethan-1-oneHCID 178508668HCID 178508668、化合物

生成物 1

HCID 227677147-[(4-Acetylphenyl)methyl]-7H-pyrrolo[3,2-f]-quinazoline-1,3-diamine

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 6228Dimethylformamide溶媒2 回

実験手順

In a manner similar to that of Example 2, 7.97 g. 7-H-pyrrolo[3,2-f]quinazoline-1,3-diamine in 350 ml. dry dimethylformamide is converted to the Nind-sodium salt with 2.31 g. ca. 50% sodium hydride-mineral oil dispersion and the salt is treated with 4-acetylbenzyl bromide (10.23 g.) in 10 ml. dry dimethylformamide. After stirring for 3 hours, the reaction mixture is treated with 5 ml. gl. acetic acid and freed of solvent. The residue is stirred with excess aqueous potassium carbonate solution, washed with water, with ether, and dried. Two recrystallizations of the crude product from methanol and thorough drying provide 9.82 g. of title compound, m.p. 224°-225°.

後処理

  1. additionthe reaction mixture is treated with 5 ml
  2. washwashed with water, with ether
  3. customdried
  4. customTwo recrystallizations of the crude product from methanol
  5. customthorough drying
  6. customprovide 9.82 g

出典と根拠

ORDレコード
ord-c5c4fb0d129b45a2bcd56bde5c3711bb
出典データセット
uspto-grants-1978_10
特許番号
US04118561

関連ノート

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