Triethylamine → HCID 22170496, compound

HRID 1822873Notes

Reaction equation

HRID 1822873 reaction equation
C([CH:3]([C:7](Cl)=[O:8])[C:4](Cl)=[O:5])C.Br.[NH2:11][C:12]1[S:13][C:14]([Br:17])=[CH:15][N:16]=1.CCN([CH2:23][CH3:24])CC.N(CC([O-])=[O:29])C.[K+]>C1COCC1.O>[Br:17][C:14]1[S:13][C:12]([NH:11][C:7](=[O:8])[CH2:3][C:4]([O:5][CH2:23][CH3:24])=[O:29])=[N:16][CH:15]=1

Participants

7

Reactant 4

HCID 8471TriethylamineHCID 27238485-Bromothiazol-2-amine monohydrobromideHCID 109209242-Ethylpropanedioyl dichlorideHCID 23676687HCID 23676687, compound

Product 1

HCID 22170496HCID 22170496, compoundYield 127.9%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

Ethyl malonyl chloride (0.88 ml; 6.99 mmol) was added to a mixture of 2-amino-5-bromothiazole hydrobromide (1.30 g; 5.00 mmol) and Et3N (2.08 ml; 14.94 mmol) in THF (6 ml) at 0–5° C. The mixture was stirred at room temperature overnight, then the reaction was quenched with potassium sarcosinate (0.25 g; 2.00 mmol) and water (12 ml). The product was isolated by filtration as a white solid (0.75 g, 51%): m.p. 165–166° C.

Sources & evidence

ORD record
ord-e84fcb3d31b1407a8063e1013fd14ac5
Source dataset
uspto-grants-2006_05
Patent number
US07037929B1

Reaction notes

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