4(5H)-Thiazolone, 2-amino- → 2-Amino-5-[1-(4-ethoxy-quinolin-6-yl)-meth-(z)-ylidene]-thiazol-4-one

HRID 853024Notes

Reaction equation

HRID 853024 reaction equation
[CH2:1]([O:3][C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([CH:14]=O)[CH:12]=2)[N:7]=[CH:6][CH:5]=1)[CH3:2].[NH2:16][C:17]1[S:18][CH2:19][C:20](=[O:22])[N:21]=1.C([O-])(=O)C.[Na+]>C(O)(=O)C>[NH2:16][C:17]1[S:18]/[C:19](=[CH:14]\[C:11]2[CH:12]=[C:13]3[C:8](=[CH:9][CH:10]=2)[N:7]=[CH:6][CH:5]=[C:4]3[O:3][CH2:1][CH3:2])/[C:20](=[O:22])[N:21]=1

Participants

5

Reactant 3

HCID 111754(5H)-Thiazolone, 2-amino-HCID 517045Sodium AcetateHCID 586153616-Quinolinecarboxaldehyde, 4-ethoxy-

Product 1

HCID 586153952-Amino-5-[1-(4-ethoxy-quinolin-6-yl)-meth-(z)-ylidene]-thiazol-4-one

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Similar procedure as described in example 34 was used, starting with 4-ethoxy-quinoline-6-carbaldehyde (example 3b), 2-amino-thiazol-4-one, sodium acetate and acetic acid to give 2-Amino-5-[1-(4-ethoxy-quinolin-6-yl)-meth-(Z)-ylidene]-thiazol-4-one. LC-MS m/e 300 (MH+).

Sources & evidence

ORD record
ord-fa7736db622742f28eebf3bd349f38f6
Source dataset
uspto-grants-2007_08
Patent number
US07253285B2

Reaction notes

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