Methyl iodide → Methyl 2-amino-6-chlorobenzoate

HRID 266431

반응식

[Cl:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]([NH2:11])[C:7]=1[C:8]([OH:10])=[O:9].I[CH3:13].[OH-].[K+]>>[Cl:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]([NH2:11])[C:7]=1[C:8]([O:10][CH3:13])=[O:9]

참가 물질

반응물 3

HCID 6328Methyl iodide

HCID 14797Potassium Hydroxide

HCID 750712-Amino-6-chlorobenzoic acid

생성물 1

HCID 592849Methyl 2-amino-6-chlorobenzoate수율 78%

실험 절차

Using the procedure described above in Example 1, 6-chloroanthranilic acid (5.00 g; 29.2 mmol) and iodomethane (2.75 ml; 44 mmol; 1.5 equiv.) were reacted in the presence of powdered potassium hydroxide (4.08 g; 72.7 mmol; 2.5 eguiv.) to give 4.22 g (78%) of methyl 6-chloroanthranilate as an oil. 1H nmr (300 MHz, CDCl3): 7.077 (1H, t, J=8.06 Hz); 6.744 (1H, d, J=6.7 Hz); 6.575 (1H, d, J=8.25 Hz); 4.871 (1H, br s); 3.929 (3H, s). IR (neat film, cm1): 3480 (m); 3380 (m); 2950 (w); 1705 (s); 1610 (s).

출처 및 근거

ORD 기록: ord-8e7c231fbb8447a5a3daf0bae21cbde5
출처 데이터셋: uspto-grants-1997_07
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US05650422

연결된 노트

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