Ethyl 2-amino-4-chlorothieno[2,3-d]pyrimidine-6-carboxylate

Base Information

• Chemical Name: Ethyl 2-amino-4-chlorothieno[2,3-d]pyrimidine-6-carboxylate
• CAS No.: 847560-46-7
• Molecular Formula: C9H8ClN3O2S
• Molecular Weight: 257.7
• Hs Code.: 2934999090
• European Community (EC) Number: 692-634-5
• DSSTox Substance ID: DTXSID30582526
• Nikkaji Number: J2.411.459G
• Wikidata: Q72434988
• Mol file: 847560-46-7.mol

Synonyms:ethyl 2-amino-4-chlorothieno[2,3-d]pyrimidine-6-carboxylate;847560-46-7;Ethyl 2-amino-4-chlorothieno[2,3-d]-pyrimidine-6-carboxylate;SCHEMBL1424692;DTXSID30582526;RVSQDXBPGDMBIQ-UHFFFAOYSA-N;XIB56046;MFCD18074287;AKOS015991549;MF-0711;SB16440;CS-0096041;F12780;AS-813/43501612;J-520694;ethyl2-amino-4-chlorothieno[2,3-d]pyrimidine-6-carboxylate;2-Amino-4-chloro-thieno[2,3-d]pyrimidine-6-carboxylic acid ethyl ester

Chemical Property of Ethyl 2-amino-4-chlorothieno[2,3-d]pyrimidine-6-carboxylate

Chemical Property:

• Melting Point: 249-252℃ (N,N-dimethylformamide water )
• PSA: 106.34000
• Density: 1.532±0.06 g/cm3 (20 oC 760 Torr)
• LogP: 2.68480
• Storage Temp.: 2-8°C
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 257.0025754
• Heavy Atom Count: 16
• Complexity: 282

Purity/Quality:

97% ^*data from raw suppliers

Ethyl 2-amino-4-chlorothieno[2,3-d]pyrimidine-6-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C1=CC2=C(S1)N=C(N=C2Cl)N

Technology Process of Ethyl 2-amino-4-chlorothieno[2,3-d]pyrimidine-6-carboxylate

There total 4 articles about Ethyl 2-amino-4-chlorothieno[2,3-d]pyrimidine-6-carboxylate 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%

2-amino-4,6-dichloropyrimidine-5-carboxaldehyde (5604-46-6) + ethyl 2-sulfanylacetate (623-51-8) → 2-amino-4-chloro-thieno[2,3-d]pyrimidine-6-carboxylic acid ethyl ester (847560-46-7)

Guidance literature:

With potassium carbonate; In acetonitrile; at 85 ℃; for 5h;

DOI:10.1021/jm900357y

Reference yield: 71.0%

ethyl (2-amino-4-chloro-5-formylpyrimidin-6-yl)thioacetate → 2-amino-4-chloro-thieno[2,3-d]pyrimidine-6-carboxylic acid ethyl ester (847560-46-7)

Guidance literature:

With triethylamine; In ethanol; for 20h; Heating;

DOI:10.1002/jhet.5570430630

Reference yield:

2-amino-4,6-dichloropyrimidine-5-carboxaldehyde (5604-46-6) → 2-amino-4-chloro-thieno[2,3-d]pyrimidine-6-carboxylic acid ethyl ester (847560-46-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 66 percent / Et₃N / ethanol / 1.5 h / 20 °C

2: 71 percent / Et₃N / ethanol / 20 h / Heating

With triethylamine; In ethanol;

DOI:10.1002/jhet.5570430630

upstream raw materials:

2-amino-4,6-dichloropyrimidine-5-carboxaldehyde

ethyl 2-sulfanylacetate

Downstream raw materials:

ethyl 2-amino-4-(2,4-dimethoxy-6-methylphenyl)thieno[2,3-d]pyrimidine-6-carboxylate

2-amino-4-benzyloxy-thieno[2,3-d]pyrimidine-6-carboxylic acid

2-amino-4-phenylthieno[2,3-d]pyrimidine-6-carboxylic acid