1-Iodopropane → HCID 23287645, compound

HRID 367130Notes

Reaction equation

[CH3:1][O:2][C:3]1[CH:20]=[CH:19][C:6]([NH:7][C:8]2[S:9][C:10]3[N:18]=[CH:17][CH:16]=[CH:15][C:11]=3[C:12](=[O:14])[N:13]=2)=[CH:5][CH:4]=1.[H-].[Li+].[CH2:23](I)[CH2:24][CH3:25]>>[CH3:1][O:2][C:3]1[CH:20]=[CH:19][C:6]([N:7]=[C:8]2[N:13]([CH2:23][CH2:24][CH3:25])[C:12](=[O:14])[C:11]3[CH:15]=[CH:16][CH:17]=[N:18][C:10]=3[S:9]2)=[CH:5][CH:4]=1

Participants

Reactant 3

HCID 336431-Iodopropane

HCID 62714Lithium hydride

HCID 941565BAS 07779004

Product 1

HCID 23287645HCID 23287645, compound

Procedure

The reaction procedure of Example 11 was followed except that 428 mg of 2-(4-methoxyanilino)-4H-pyrido[3,2-e]-1,3-thiazin-4-one, 14 mg of lithium hydride and 0.15 ml of propyl iodide were used. As a result, 227 mg of 2-[(4-methoxyphenyl)imino]-3-propyl-2,3-dihydro-4H-pyrido[3,2-e]-1,3-thiazin-4-one was obtained as a low polarity substance, and 78 mg of 2-[N-(4-methoxyphenyl)-N-propylamino]-4H-pyrido[3,2-e]-1,3-thiazin-4-one was obtained as a high polarity substance.

Workup

customThe reaction procedure of Example 11

Sources & evidence

ORD record: ord-1c8b54e5de1b4c7f94850c1095ecabce
Source dataset: uspto-grants-2000_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06133258

Reaction notes

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