Ammonia → HCID 67338382, 화합물

HRID 1671465노트

반응식

HRID 1671465 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

HCID 67338382HCID 67338382, 화합물수율 75%

시약·촉매·용매 1

HCID 1118Sulfuric Acid용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-fd706c1a14d04d35b8d5192b5270d316
출처 데이터셋
uspto-grants-2011_08
특허 번호
US07994314B2

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