BENZOTHIAZOLE-2-CARBOXYLIC ACID synthesis
- Product Name:BENZOTHIAZOLE-2-CARBOXYLIC ACID
- CAS Number:3622-04-6
- Molecular formula:C8H5NO2S
- Molecular Weight:179.2
32137-76-1
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3622-04-6
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Yield: 98%
Reaction Conditions:
with lithium hydroxide in tetrahydrofuran;water at 0 - 10; for 0.5 h;
Steps:
Synthesis of 5-substituted benzo[d]thiazole-2-carboxylic acid (5a):
To the solution of 2 (207mg, 1mmol) in 22 THF (0.5mL) at 10°C was added 107 LiOH·H2O (42mg, 1mmol, 1equiv) in 99 water (2mL) and stirred magnetically for 30min followed by drop wise addition of dil. 108 HCl (1N) until precipitation occurred. The precipitate was filtered and dried under rotary vacuum evaporation (24 psi) to afford 19 5a in 98% yield, identical (spectral data) with an authentic sample [12]. 4.1.4 19 Benzo[d]thiazole-2-carboxylic acid (5a) (0024) Yield: 175mg, 98% (white solid), mp 104-108°C. IR (KBr) ν: 1708cm-1. 1H NMR (400MHz, DMSO-D6): δ (ppm): 9.43 (s, 1H), 8.19 (d, J=8.52Hz, 1H), 8.12 (d, J=8.44Hz, 1H), 7.57 (dt, J=1.16, 8.2Hz, 1H), 7.51 (dt, J=1.2, 8.08Hz, 1H). 13C NMR (100MHz, DMSO-D6): δ (ppm): 161.43, 159.98, 152.97, 136.26, 127.47, 127.15, 124.68, 122.99; MS (APCI) m/z 180 (M+H) +
References:
Dhameliya, Tejas M.;Tiwari, Rishu;Banerjee, Arkaprabha;Pancholia, Sahaj;Sriram, Dharmarajan;Panda, Dulal;Chakraborti, Asit K. [European Journal of Medicinal Chemistry,2018,vol. 155,p. 364 - 380]
6890-75-1
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3622-04-6
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95-16-9
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124-38-9
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3622-04-6
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120-75-2
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3622-04-6
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6639-57-2
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3622-04-6
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