Piperidine → Acridine, 3,6-bis(2-(1-piperidinyl)ethoxy)-

HRID 2309728ノート

反応式

HRID 2309728 の反応式
Cl[CH2:2][CH2:3][O:4][C:5]1[CH:6]=[CH:7][C:8]2[C:17]([CH:18]=1)=[N:16][C:15]1[C:10](=[CH:11][CH:12]=[C:13]([O:19][CH2:20][CH2:21]Cl)[CH:14]=1)[CH:9]=2.[NH:23]1[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]1>>[N:23]1([CH2:2][CH2:3][O:4][C:5]2[CH:6]=[CH:7][C:8]3[C:17]([CH:18]=2)=[N:16][C:15]2[C:10](=[CH:11][CH:12]=[C:13]([O:19][CH2:20][CH2:21][N:16]4[CH2:17][CH2:8][CH2:9][CH2:10][CH2:15]4)[CH:14]=2)[CH:9]=3)[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]1

参加物

3

反応物 2

HCID 8082PiperidineHCID 201846663,6-Bis(2-chloroethoxy)acridine

生成物 1

HCID 133712Acridine, 3,6-bis(2-(1-piperidinyl)ethoxy)-

実験手順

In accordance with the above flowchart, a 3,6-bis(2-chloroethoxy)acridine (1), where R1 is as described hereinabove, is reacted with piperidine in a steel bomb at about 60° to about 1000° C. for about 18 to about 36 hours, giving a 3,6-bis(2-piperidinoethoxy)acridine (3) which is then dissolved in methanol, treated with excess 30% hydrogen peroxide for about 12 to about 48 hours, then with platinum catalyst to destroy the excess peroxide and is purified by dry column chromatography on silica gel using the developing system methanol:triethylamine (20:1, v/v). The length of reaction time with hydrogen peroxide is the determining factor in whether a mono-oxide (4) or dioxide (5) is produced.

出典と根拠

ORDレコード
ord-23f96c3fcdf741189732d76f55b2f23e
出典データセット
uspto-grants-1987_09
特許番号
US04696936

反応ノート

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