Trimethyl orthoformate → 5-Chloro-2-(1H-tetrazol-1-yl)benzoic acid

HRID 857715노트

반응식

HRID 857715 반응식
[NH2:1][C:2]1[CH:10]=[CH:9][C:8]([Cl:11])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[CH:12](OC)(OC)OC.[N-:19]=[N+:20]=[N-:21].[Na+]>C(O)(=O)C>[Cl:11][C:8]1[CH:9]=[CH:10][C:2]([N:1]2[CH:12]=[N:21][N:20]=[N:19]2)=[C:3]([CH:7]=1)[C:4]([OH:6])=[O:5]

참가 물질

5

반응물 3

HCID 9005Trimethyl orthoformateHCID 124762-Amino-5-chlorobenzoic acidHCID 33557Sodium Azide

생성물 1

HCID 117155615-Chloro-2-(1H-tetrazol-1-yl)benzoic acid수율 62%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

A suspension of 2-amino-5-chloro-benzoic acid (5.0 g, 0.029 mol), trimethyl orthoformate (9.5 mL, 0.087 mol) and sodium azide (5.6 g, 0.087 mol) in glacial acetic acid (105 mL) was stirred at room temperature for 2 h. Filtration and concentration from toluene gave 5-chloro-2-(1H-tetraazol-1-yl)benzoic acid (4.0 g, 62%); 1H NMR (400 MHz, CD3OD): δ 9.47 (s, 1H), 8.16 (d, J=2.5 Hz, 1H), 7.83 (dd, J=2.5, 8.5 Hz, 1H), 7.62 (d, J=8.5 Hz, 1H).

후처리

  1. filtrationFiltration and concentration from toluene

출처 및 근거

ORD 기록
ord-ebf805073e75491ca120c7f871ee2006
출처 데이터셋
uspto-grants-2006_12
특허 번호
US07144899B2

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