Ammonia → 2-Amino-5-chloro-6-methylpyrazine

반응식

Cl[C:2]1[CH:3]=[N:4][C:5]([Cl:9])=[C:6]([CH3:8])[N:7]=1.[NH3:10]>>[NH2:10][C:2]1[CH:3]=[N:4][C:5]([Cl:9])=[C:6]([CH3:8])[N:7]=1

참가 물질

반응물 2

HCID 222Ammonia

HCID 217937242,5-Dichloro-3-methylpyrazine

생성물 1

HCID 225957842-Amino-5-chloro-6-methylpyrazine

반응 조건

온도: 135 °C

실험 절차

A mixture of 3,6-dichloro-5-methylpyrazine (5 g, 30.7 mmol) in ethanolic ammonia solution (50 ml) was heated for 8 hours in a high-pressure cell at 135° C. The solvent was then removed by evaporation and the residue dissolved in chloroform (40 ml). The organic solution was washed with water (2×25 ml) dried (MgSO4) and the volatiles removed by evaporation. The crude solid was semi-purified by column chromatography on silica gel eluting with dichloromethane/methanol (95:5) to the title compound (1.3 g, 31%) as a 10:17 mixture with its regioisomer. NMR: 2.06 (s, 3H), 2.18 (s, 3H), 6.2 (br s, 4H), 6.74 (s, 1H), 7.26 (s, 1H); m/z: 143 [MH]+.

후처리

customThe solvent was then removed by evaporation
dissolutionthe residue dissolved in chloroform (40 ml)
washThe organic solution was washed with water (2×25 ml)
dry with materialdried (MgSO4)
customthe volatiles removed by evaporation

출처 및 근거

ORD 기록: ord-e29122b2f9b14f23822b99d1824a6a28
출처 데이터셋: uspto-grants-2005_01
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US06844341B2

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