Acetic Anhydride → 1(3H)-Isobenzofuranone, 3-[2,4-bis(dimethylamino)phenyl]-3-[4-(diethylamino)-2-methylphenyl]-

関与物質

役割	名称	HCID	仕込み量
反応物	Acetic Anhydride	HCID 7918	—
反応物	Sodium Hydroxide	HCID 14798	—
反応物	1,3-Benzenediamine, N1,N1,N3,N3-tetramethyl-	HCID 89715	—
反応物	2-(4-(Diethylamino)-2-methylbenzoyl)benzoic acid	HCID 104335	—
溶媒	Hydrochloric Acid	HCID 313	—
生成物	1(3H)-Isobenzofuranone, 3-[2,4-bis(dimethylamino)phenyl]-3-[4-(diethylamino)-2-methylphenyl]-	HCID 23343365	—

反応条件

温度	95 °C

反応手順

A mixture of 2-(2-methyl-4-(diethylamino)benzoyl)-benzoic acid (25 g.), N,N,N', N'-tetramethyl-m-phenylenediamine (13.2 g.) and acetic anhydride (75 g.) was heated (to 95° C.) during one hour, then refluxed with dilute hydrochloride acid (32 g. concentrated hydrochloric acid plus 160 ml. water) during one and one-half hours. The resulting mixture was poured onto ice and the pH was adjusted to 6 with sodium hydroxide. Recrystallization of the resulting product afforded 3-(2,4-bis(dimethylamino)-phenyl-3-(2-methyl-4-(diethylamino)phenyl)phthalide (I: X= (CH3)2N, Y2 = CH3, Y4 = (CH3CH2)2N, Z4 = Z5 = Z6 = Z7 = H) in a first crop from toluene (m.p. 204°-206° C.) and in a second crop from a mixture of toluene and hexane (m.p. 191°-195° C.).

情報源と証拠

DOI	10.6084/m9.figshare.5104873.v1
特許番号	US04032527
出典データセット	uspto-grants-1977_06
ORD ID	ord-7f87140dfd4a44c79b1ef074d426ea7f
出典メモ	uspto-grants-1977_06