14190-59-1, Thiazole-2-carboxylic acid is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated
Thiazole-2-carboxylic acid (3-acetyl-2, 4-difluoro-phenyl)-amide, which has the structural formula was made as follows. To thiazole-2-carboxylic acid (491 mg, 3.80 mmol ; Metzger, et AL., Bull. Soc. Chim. Fr. , 708-709 (1953) and FOR 1H NMR, see Borgen et AL., Acta. Chem. Scand. , 20; 2593-2600 (1966) ) in THF (2 mL) was added 0- (7- AZABENZOTRIAZOL-1-YL)-N, N, N’, N’-tetramethyluronium hexafluorophosphate (HATU; 1.45 g, 3.81 MMOL), followed by addition of 3′-amino-2′, 6 -DIFLUORO-ACETOPHENONE (from Example H (1) ; 542 mg, 3.36 MMOL) and triethylamine (0.88 mL, 6.3 MMOL). The mixture stirred under argon overnight, then partitioned between ethyl acetate and sat. aq. NA2CO3. The organic layer was separated, washed with 1 N HCI, dried over NA2SO4, and concentrated to afford a residue that was purified via column chromatography to afford 823 mg (92percent yield) of white solid, which was used without further purification. 1H NMR: 8 9. 33 (1H, bs), 8.54 (1H, td, J = 5.7, 9.0 Hz), 7.96 (1H, d, J = 3.1 Hz), 7.67 (1H, d, J = 3. 1 Hz), 7.02 (1H, td, J = 1. 8,9. 0 HZ), 2.64 (3H, t, J = 1. 8 HZ). THIAZOLE-2-CARBOXYLIC acid [3- (2-BROMOACETYL)-2, 4-DIFLUORO-PHENYL]-AMIDE, which has the structural formula was made as follows. To THIAZOLE-2-CARBOXYLIC acid [3- (2- ACETYL)-2, 4-difluoro-phenyl]-amide (530 mg, 1.88 MMOL) in HOAC (5 mL) was added pyridinium tribromide (600 mg, 1.88 MMOL). The mixture was heated at 70 C for a half hour, allowed to cool, and partitioned between ether and water. The organic layer was separated, washed with water and sat. aq. NaHCO3, dried over MGS04, and concentrated in vacuo to give 645 mg (95percent) of white solid, which was used without further purification. 1H NMR: No. 9.53 (1H, bs), 8.63 (1H, td, J = 5.8, 9.0 Hz), 7.96 (1H, d, J = 3.1 Hz), 7.69 (1H, d, J = 3. 1 Hz), 7.07 (1H, td, J = 1. 9,9. 0 HZ), 4.38 (2H, d, J = 0. 8 HZ). The title compound was made analogously to 4- [4-AMINO-5- (2, 6-DIFLUORO-BENZOYL)- thiazol-2-ylamino]-benzenesulfonyl fluoride from Example A (1). 4-ISOTHIOCYANATO- benzenesulfonamide (142 mg, 0.663 MMOL) and thiazole-2-carboxylic acid [3- (2-bromoacetyl)- 2, 4-difluoro-phenyl]-amide (300 mg, 0. 831 MMOL) gave 245 mg (69percent yield) of a yellow solid. 1H NMR (DMSO-d6) : 8 11.19 (1 H, s), 10.60 (1 H, s), 8.45 (2H, bs), 8.17 (1H, d, J = 3.1 Hz), 8.13 (1H, d, J = 3. 1 Hz), 7.80 (1H, d, J = 9. 2 HZ), 7.76 (1H, d, J = 9. 2 HZ). HRESIMS : calcd. for C20H5F2N603S3 : 537.0285. Found: 537.0272. ANAL. CALCD. for C20HA4F2N604S3 0. 4 H2ONo.0. 1 EtOH : C, 44.24 ; H, 2.83 ; N, 15. 33; S, 17.54. Found: C, 44.23 ; H, 2.64 ; N, 15.16 ; S, 17.33.
14190-59-1, 14190-59-1 Thiazole-2-carboxylic acid 2762733, athiazole compound, is more and more widely used in various fields.
Reference:
Patent; PFIZER INC.; WO2004/72070; (2004); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica