4-Methyl-1,3-thiazole-2-carbohydrazide

Base Information

• Chemical Name: 4-Methyl-1,3-thiazole-2-carbohydrazide
• CAS No.: 100516-76-5
• Molecular Formula: C5H7 N3 O S
• Molecular Weight: 157.196
• DSSTox Substance ID: DTXSID30459360
• Wikidata: Q82283114
• Mol file: 100516-76-5.mol

Synonyms:4-methyl-1,3-thiazole-2-carbohydrazide;100516-76-5;4-methylthiazole-2-carbohydrazide;4-methyl-thiazole-2-carboxylic acid hydrazide;SCHEMBL107709;4-Methyl-2-thiazole hydrazide;DTXSID30459360;KRXWBFGOEMMEMO-UHFFFAOYSA-N;MFCD09029761;AKOS006290065;SB86427;FT-0752260

Chemical Property of 4-Methyl-1,3-thiazole-2-carbohydrazide

Chemical Property:

• PSA: 96.25000
• LogP: 1.14620
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 157.03098303
• Heavy Atom Count: 10
• Complexity: 141

Purity/Quality:

98%min ^*data from raw suppliers

4-Methylthiazole-2-carbohydrazide 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CSC(=N1)C(=O)NN

Technology Process of 4-Methyl-1,3-thiazole-2-carbohydrazide

There total 3 articles about 4-Methyl-1,3-thiazole-2-carbohydrazide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 82.0%

methyl 4-methyl-1,3-thiazole-2-carboxylate (14542-15-5) → 4-methyl-1,3-thiazole-2-carbohydrazide (100516-76-5)

Guidance literature:

With hydrazine hydrate; In ethanol; at 20 ℃; for 14h; Inert atmosphere;

DOI:10.1021/jm5017413

Reference yield: 57.0%

4-Methylthiazol-2-carbonsaeure-ethylester (7210-73-3) → 4-methyl-1,3-thiazole-2-carbohydrazide (100516-76-5)

Guidance literature:

With hydrazine hydrate; In ethanol; for 18h; Reflux;

Reference yield:

4-methyl-1,3-thiazole-2-carboxylic acid (14542-16-6) → 4-methyl-1,3-thiazole-2-carbohydrazide (100516-76-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 2.2 g / HCl / 20 °C

2: 76 percent / NH₂NH₂*H₂O / methanol / 1.5 h

With hydrogenchloride; hydrazine hydrate; In methanol;

DOI:10.1021/jm040883v

upstream raw materials:

4-Methylthiazol-2-carbonsaeure-ethylester

methyl 4-methyl-1,3-thiazole-2-carboxylate

4-methyl-1,3-thiazole-2-carboxylic acid

Downstream raw materials:

N-benzenesulfonyl-N'-(4-methyl-thiazole-2-carbonyl)-hydrazine

7-[(2,4-dichloro-3-fluorophenyl)carbonyl]-3-(4-methyl-1,3-thiazol-2-yl)-5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyrazine

(R)-(8-methyl-3-(4-methylthiazol-2-yl)-5,6-dihydro-[1,2,4]-triazolo[4,3-a]pyrazin-7(8H)-yl)(4-(thiophen-2-yl)phenyl)methanone

(8-methyl-3-(4-methylthiazol-2-yl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)(4-(thiophen-2-yl)phenyl)methanone

Refernces

• 1、 -. "NOVEL CHIRAL N-ACYL-5,6,7,(8-SUBSTITUTED)-TETRAHYDRO-[1,2,4]TRIAZOLO[4,3-a]PYRAZINES AS SELECTIVE NK-3 RECEPTOR ANTAGONISTS, PHARMACEUTICAL COMPOSITION, METHODS FOR USE IN NK-3 RECEPTOR MEDIATED DISORDERS AND CHIRAL SYNTHESIS THEREOF". Page/Page column 114. . Retrieved 2013/04/24.
• 2、 Russell, Michael G. N.,Carling, Robert W.,Atack, John R.,Bromidge, Frances A.,Cook, Susan M.,Hunt, Peter,Isted, Catherine,Lucas, Matt,McKernan, Ruth M.,Mitchinson, Andrew,Moore, Kevin W.,Narquizian, Robert,Macaulay, Alison J.,Thomas, David,Thompson, Sally-Anne,Wafford, Keith A.,Castro, José L.. "Discovery of functionally selective 7,8,9,10-tetrahydro-7,10-ethano-1,2,4- triazolo[3,4-a]phthalazines as GABAA receptor agonists at the α3 subunit". . p. 1367 - 1383. Retrieved 2007/10/03.