6-iodo-8-methyl-2,4-dihydro-1H-3,1-benzoxazine-2,4-dione

Base Information

• Chemical Name: 6-iodo-8-methyl-2,4-dihydro-1H-3,1-benzoxazine-2,4-dione
• CAS No.: 913194-96-4
• Molecular Formula: C9H6INO3
• Molecular Weight: 303.056
• Hs Code.: 2934999090
• European Community (EC) Number: 696-178-8
• DSSTox Substance ID: DTXSID60458487
• Wikidata: Q82281773
• Mol file: 913194-96-4.mol

Synonyms:913194-96-4;6-iodo-8-methyl-2,4-dihydro-1H-3,1-benzoxazine-2,4-dione;6-Iodo-8-methyl-1H-benzo[d][1,3]oxazine-2,4-dione;6-iodo-8-methyl-1H-3,1-benzoxazine-2,4-dione;SCHEMBL2906293;DTXSID60458487;ARJUBKFFRMOQTO-UHFFFAOYSA-N;MFCD09029818;AKOS015962688;CG-0741;CS-0367317;A916035;6-Iodo-8-methyl-2H-3,1-benzoxazine-2,4(1H)-dione;6-iodo-8-methyl-1H-benzo[d][1,3]oxa zine-2,4-dione;6-Iodo-8-methyl-2H-benzo[d][1,3]oxazine-2,4(1H)-dione

Chemical Property of 6-iodo-8-methyl-2,4-dihydro-1H-3,1-benzoxazine-2,4-dione

Chemical Property:

• PSA: 63.07000
• LogP: 1.39430
• Storage Temp.: 2-8°C
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 302.93924
• Heavy Atom Count: 14
• Complexity: 281

Purity/Quality:

97% ^*data from raw suppliers

6-Iodo-8-methyl-2,4-dihydro-1H-3,1-benzoxazine-2,4-dione >95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC2=C1NC(=O)OC2=O)I

Technology Process of 6-iodo-8-methyl-2,4-dihydro-1H-3,1-benzoxazine-2,4-dione

There total 2 articles about 6-iodo-8-methyl-2,4-dihydro-1H-3,1-benzoxazine-2,4-dione 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: 95.0%

2-amino-5-iodo-3-methylbenzoic acid (108857-24-5) + chloroformic acid ethyl ester (541-41-3) → 6-iodo-8-methyl-1H-benzo[d][1,3]oxazine-2,4-dione (913194-96-4)

Guidance literature:

2-amino-5-iodo-3-methylbenzoic acid; chloroformic acid ethyl ester; In tetrahydrofuran; for 22h; Heating;

With phosphorus tribromide; In diethyl ether; for 24h; Heating;

DOI:10.1021/jo0483973

Reference yield:

bis(trichloromethyl) carbonate (32315-10-9) + 2-amino-5-iodo-3-methylbenzoic acid (108857-24-5) → 6-iodo-8-methyl-1H-benzo[d][1,3]oxazine-2,4-dione (913194-96-4)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 4h;

DOI:10.1016/j.bmcl.2014.03.077

Reference yield:

6-iodo-8-methyl-1H-benzo[d][1,3]oxazine-2,4-dione (913194-96-4) → 2-amino-5-iodo-3-methylbenzohydrazide (1609006-65-6)

Guidance literature:

With hydrazine hydrate; In ethanol; at 20 ℃; for 2h;

DOI:10.1016/j.bmcl.2014.03.077

upstream raw materials:

2-amino-5-iodo-3-methylbenzoic acid

chloroformic acid ethyl ester

bis(trichloromethyl) carbonate

Downstream raw materials:

N-{6-[4-(tert-butyl-diphenyl-silanyloxy)-5-hydroxymethyl-2,5-dihydro-furan-2-yl]-8-methyl-4-oxo-1,4-dihydro-quinazolin-2-yl}-isobutyramide

N-(6-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-8-methyl-4-oxo-1,4-dihydro-quinazolin-2-yl)-isobutyramide

2-amino-5-iodo-3-methyl-N'-(propan-2-ylidene)benzohydrazide

methyl 5-(2-amino-5-iodo-3-methylphenyl)-2,2-dimethyl-1,3,4-oxadiazole-3(2H)-carboxylate