Ammonia → HCID 67338382、化合物

HRID 1671465ノート

反応式

HRID 1671465 の反応式
[NH2:1][C:2]1[C:7]([CH2:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:6][CH:5]=[CH:4][N:3]=1.CO[CH:17](OC)[CH2:18][Br:19].N>S(=O)(=O)(O)O>[Br:19][CH2:18][CH:17]1[NH:1][C:2]2[N:3]=[CH:4][CH:5]=[CH:6][C:7]=2[CH2:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]1=2

参加物

5

反応物 3

HCID 222AmmoniaHCID 816722-Bromo-1,1-dimethoxyethaneHCID 147619283-Benzylpyridin-2-amine

生成物 1

HCID 67338382HCID 67338382、化合物収率 75%

試薬・触媒・溶媒 1

HCID 1118Sulfuric Acid溶媒

実験手順

A mixture of 2-amino-3-benzylpyridine (12.0 g, 65.2 mmol) and bromoacetaldehyde dimethyl acetal (19 g, 112.4 mmol, 1.7 eq.) in a 250 ml round-bottomed flask was treated at room temperature with concentrated sulphuric acid (50 ml) by quick addition. A vigorous exothermic reaction took place. After stirring for one hour the dark mixture was poured on ice (ca. 500 ml). Concentrated ammonia was added to basify the mixture. Extraction was done with ethyl acetate (100 ml) and dichloromethane (2×150 ml). The combined organic layers were dried with Na2SO4. Evaporation under vacuum gave 10-bromomethyl-10,11-dihydro-5H-benzo[e]pyrido[2,3-b]azepine as a brown powder (14 g, 48.6 mmol) in 75% yield. Mass analysis: M+1 289,291 (Br-isotope) major peak.

後処理

  1. customA vigorous exothermic reaction
  2. additionwas poured on ice (ca. 500 ml)
  3. extractionExtraction
  4. dry with materialThe combined organic layers were dried with Na2SO4
  5. customEvaporation under vacuum

出典と根拠

ORDレコード
ord-fd706c1a14d04d35b8d5192b5270d316
出典データセット
uspto-grants-2011_08
特許番号
US07994314B2

反応ノート

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