Diisopropylethylamine → (5Z)-5-(quinolin-6-ylmethylidene)-2-(1-thiophen-2-ylethylamino)-1,3-thiazol-4-one

HRID 2053315Notes

Reaction equation

HRID 2053315 reaction equation
CS[C:3]1[S:4]/[C:5](=[CH:9]\[C:10]2[CH:11]=[C:12]3[C:17](=[CH:18][CH:19]=2)[N:16]=[CH:15][CH:14]=[CH:13]3)/[C:6](=[O:8])[N:7]=1.[S:20]1[CH:24]=[CH:23][CH:22]=[C:21]1[CH:25]([NH2:27])[CH3:26].CCN(C(C)C)C(C)C>>[S:20]1[CH:24]=[CH:23][CH:22]=[C:21]1[CH:25]([NH:27][C:3]1[S:4]/[C:5](=[CH:9]\[C:10]2[CH:11]=[C:12]3[C:17](=[CH:18][CH:19]=2)[N:16]=[CH:15][CH:14]=[CH:13]3)/[C:6](=[O:8])[N:7]=1)[CH3:26]

Participants

4

Reactant 3

HCID 81531DiisopropylethylamineHCID 2382331-(2-Thienyl)-1-aminoethaneHCID 58585737(5Z)-2-(methylthio)-5-(6-quinolinylmethylidene)-1,3-thiazol-4(5H)-one

Product 1

HCID 178463616(5Z)-5-(quinolin-6-ylmethylidene)-2-(1-thiophen-2-ylethylamino)-1,3-thiazol-4-one

Procedure

Similar procedure as described in example 1b was used, starting from 2-methylsulfanyl-5-[1-quinolin-6-yl-meth-(Z)-ylidene]-thiazol-4-one, 1-thiophen-2-yl-ethylamine and DIEA to give 2-(1-thiophen-2-yl-ethylamino)-5-[1-quinolin-6-yl-meth-(Z)-ylidene]-thiazol-4-one. LC-MS m/e 366 (MH+).

Sources & evidence

ORD record
ord-8e32027066884b51b7f3dcbc879be718
Source dataset
uspto-grants-2008_02
Patent number
US07326786B2

Reaction notes

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