4-[[5-(AMINOSULFONYL)-1,3,4-THIADIAZOL-2-YL]AMINO]-4-OXO-BUTANOIC ACID synthesis
- Product Name:4-[[5-(AMINOSULFONYL)-1,3,4-THIADIAZOL-2-YL]AMINO]-4-OXO-BUTANOIC ACID
- CAS Number:78851-85-1
- Molecular formula:C6H8N4O5S2
- Molecular Weight:280.28
108-30-5
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78851-85-1
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Yield:78851-85-1 96%
Reaction Conditions:
in N,N-dimethyl-formamide at 100; for 12 h;
Steps:
4-Oxo-4-((5-sulfamoyl-1,3,4-thiadiazol-2-yl)amino)butanoic acid (4)
To solution of compound 3 (0.40 g, 2.22 mmol) in N,N-dimethylformamide was added succinic anhydride (0.22 g, 2.22 mmol). The reaction mixture was heated at 100 oC for 12 hr. After reaction completion, solvent was evaporated to obtained 0.60 g of compound 4 in 96 % yields (compound was used without purification). 1H NMR (400 MHz, DMSO-d6) δ 8.33 (s, 2H), 2.78 (t, J = 6.6 Hz, 2H), 2.62 (t, J = 6.4 Hz, 2H); 13C NMR (100 MHz, DMSO-d6) δ 174.08, 172.38, 164.52, 162.15, 30.77, 29.08; HRMS (ESI+): m/z Calcd for C6H9N4O5S2 [M+H]+: 281.0014, Found: 281.0009.
References:
More, Kunal N.;Lee, Jun Young;Kim, Dong-Yeon;Cho, Nam-Chul;Pyo, Ayoung;Yun, Misun;Kim, Hyeon Sik;Kim, Hangun;Ko, Kwangseok;Park, Jeong-Hoon;Chang, Dong-Jo [Bioorganic and Medicinal Chemistry Letters,2018,vol. 28,# 5,p. 915 - 921] Location in patent:supporting information
108-31-6
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14949-00-9
81 suppliers
$60.00/100mg
78851-85-1
27 suppliers
$101.00/50mg
![Butanoic acid, 4-[[5-(aminosulfonyl)-1,3,4-thiadiazol-2-yl]amino]-4-oxo-, methyl ester](/CAS/20210305/GIF/129504-06-9.gif)
129504-06-9
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78851-85-1
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![Butanoic acid, 4-[[5-(chlorosulfonyl)-1,3,4-thiadiazol-2-yl]amino]-4-oxo-, methyl ester](/CAS/20210305/GIF/129504-19-4.gif)
129504-19-4
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78851-85-1
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$101.00/50mg