Ethyl 4-chloroacetoacetate → HCID 13500407, compound

HRID 1642405Notes

Reaction equation

HRID 1642405 reaction equation
[NH2:1][C:2]1[S:3][CH:4]=[C:5]([C:7]([F:10])([F:9])[F:8])[N:6]=1.[Cl:11][CH2:12][C:13](=O)[CH2:14][C:15](OCC)=[O:16].C1(COC2C(OC)=CC=CC=2/C=C/C2N=C3SC=CN3C(=O)C=2I)CC1>>[Cl:11][CH2:12][C:13]1[N:1]=[C:2]2[S:3][CH:4]=[C:5]([C:7]([F:10])([F:9])[F:8])[N:6]2[C:15](=[O:16])[CH:14]=1

Participants

4

Reactant 3

HCID 69484Ethyl 4-chloroacetoacetateHCID 12014172-Thiazolamine, 4-(trifluoromethyl)-HCID 66753592HCID 66753592, compound

Product 1

HCID 13500407HCID 13500407, compound

Procedure

This compound was synthesized from 2-amino-4-trifluoromethylthiazole, Step 1 intermediate (3.70 g, 22.541 mmol) and ethyl chloroacetoacetate (5.194 g, 31.558 mmol) in polyphosphoric acid (30.0 g) according to the procedure described in Step 1, Intermediate 2 to afford 4.0 g of the desired compound: 1H NMR (300 MHz, DMSO-d6) δ 2.28 (s, 3H), 2.60 (s, 3H), 4.52 (s, 1H), 6.25 (s, 1H); ESI-MS (m/z) 269.22 (M+H)+.

Sources & evidence

ORD record
ord-0ae8db45d0d44847a4524a3b09a902a3
Source dataset
uspto-grants-2012_02
Patent number
US08119647B2

Reaction notes

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