Ethyl 2-(2-chloro-6-iodoquinazolin-3(4H)-yl)acetate

Base Information

• Chemical Name: Ethyl 2-(2-chloro-6-iodoquinazolin-3(4H)-yl)acetate
• CAS No.: 116027-13-5
• Molecular Formula: C12H12ClIN2O2
• Molecular Weight: 378.597
• DSSTox Substance ID: DTXSID10557015
• Wikidata: Q82438756
• Mol file: 116027-13-5.mol

Synonyms:116027-13-5;Ethyl 2-(2-chloro-6-iodoquinazolin-3(4H)-yl)acetate;ETHYL 2-(2-CHLORO-6-IODO-4H-QUINAZOLIN-3-YL)ACETATE;3(4H)-Quinazolineacetic acid, 2-chloro-6-iodo-, ethyl ester;ethyl 2-(2-chloro-6-iodo-3,4-dihydroquinazolin-3-yl)acetate;Ethyl (2-chloro-6-iodoquinazolin-3(4H)-yl)acetate;Ethyl2-(2-chloro-6-iodoquinazolin-3(4H)-yl)acetate;DTXSID10557015;A906994

Chemical Property of Ethyl 2-(2-chloro-6-iodoquinazolin-3(4H)-yl)acetate

Chemical Property:

• PSA: 41.90000
• LogP: 2.26970
• Storage Temp.: 2-8°C
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 377.96320
• Heavy Atom Count: 18
• Complexity: 351

Purity/Quality:

97% ^*data from raw suppliers

Ethyl2-(2-chloro-6-iodoquinazolin-3(4H)-yl)acetate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CN1CC2=C(C=CC(=C2)I)N=C1Cl

Technology Process of Ethyl 2-(2-chloro-6-iodoquinazolin-3(4H)-yl)acetate

There total 7 articles about Ethyl 2-(2-chloro-6-iodoquinazolin-3(4H)-yl)acetate 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: 84.0%

ethyl bromoacetate (105-36-2) + 2-chloro-6-iodo-3,4-dihydroquinazoline (116027-12-4) → ethyl (2-chloro-6-iodo-3,4-dihydroquinazolin-3-yl)acetate (116027-13-5)

Guidance literature:

With potassium carbonate; In butanone; Heating;

DOI:10.1021/jm00119a014

Reference yield:

methyl 2-amino-5-iodobenzoate (77317-55-6) → ethyl (2-chloro-6-iodo-3,4-dihydroquinazolin-3-yl)acetate (116027-13-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 70 percent / H₂O; acetic acid / Heating

2: 60.5 g / aq. NaOH / methanol / 1 h / Heating

3: 89 percent / POCl₃, N,N-dimethylaniline / 2 h / 150 °C

4: 96 percent / NaBH₄ / CHCl₃; ethanol / 1.) 0 deg C, 2.) room temperature, 1 h

5: 84 percent / potassium carbonate / butan-2-one / Heating

With sodium hydroxide; sodium tetrahydroborate; potassium carbonate; N,N-dimethyl-aniline; trichlorophosphate; In methanol; ethanol; chloroform; water; acetic acid; butanone;

DOI:10.1021/jm00119a014

Reference yield:

5-iodoisatoic anhydride (116027-10-2) → ethyl (2-chloro-6-iodo-3,4-dihydroquinazolin-3-yl)acetate (116027-13-5)

Guidance literature:

Multi-step reaction with 6 steps

1: 97 percent / 4-(dimethylamino)pyridine / methanol / 3 h / 60 °C

2: 70 percent / H₂O; acetic acid / Heating

3: 60.5 g / aq. NaOH / methanol / 1 h / Heating

4: 89 percent / POCl₃, N,N-dimethylaniline / 2 h / 150 °C

5: 96 percent / NaBH₄ / CHCl₃; ethanol / 1.) 0 deg C, 2.) room temperature, 1 h

6: 84 percent / potassium carbonate / butan-2-one / Heating

With dmap; sodium hydroxide; sodium tetrahydroborate; potassium carbonate; N,N-dimethyl-aniline; trichlorophosphate; In methanol; ethanol; chloroform; water; acetic acid; butanone;

DOI:10.1021/jm00119a014

upstream raw materials:

ethyl bromoacetate

2-chloro-6-iodo-3,4-dihydroquinazoline

5-iodoisatoic anhydride

methyl 2-amino-5-iodobenzoate

Downstream raw materials:

7-iodo-1,2,3,5-tetrahydroimidazo<2,1-b>quinazolin-2(1H)-one