1-(7-Amino-2,3-dihydro-benzo[1,4]dioxin-6-YL)-2-chloro-ethanone

Base Information

• Chemical Name: 1-(7-Amino-2,3-dihydro-benzo[1,4]dioxin-6-YL)-2-chloro-ethanone
• CAS No.: 149809-31-4
• Molecular Formula: C₁₀H₁₀ClNO₃
• Molecular Weight: 227.647
• Hs Code.: 2932999099
• European Community (EC) Number: 809-194-9
• DSSTox Substance ID: DTXSID20437218
• Wikidata: Q82252666
• Mol file: 149809-31-4.mol

Synonyms:149809-31-4;1-(7-AMINO-2,3-DIHYDRO-BENZO[1,4]DIOXIN-6-YL)-2-CHLORO-ETHANONE;1-(7-Amino-2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-2-chloroethanone;1-(6-amino-2,3-dihydro-1,4-benzodioxin-7-yl)-2-chloroethanone;1-(7-amino-2,3-dihydro-1,4-benzodioxin-6-yl)-2-chloroethan-1-one;SCHEMBL6431490;DTXSID20437218;ZFA80931;MFCD04114492;1-(7-amino-2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-2-chloroethan-1-one;SB33779;CS-0337133;A808960;1-(7-amino-2,3-dihydrobenzo[1,4]dioxin-6-yl)-2-chloroethanone;1-(6-azanyl-2,3-dihydro-1,4-benzodioxin-7-yl)-2-chloranyl-ethanone;1-(7-Amino-2,3-dihydro-benzo[1,4]dioxin-6-yl)-2-chloro-ethanone, AldrichCPR

Chemical Property of 1-(7-Amino-2,3-dihydro-benzo[1,4]dioxin-6-YL)-2-chloro-ethanone

Chemical Property:

• PSA: 61.55000
• LogP: 2.04270
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 227.0349209
• Heavy Atom Count: 15
• Complexity: 249

Purity/Quality:

97% ^*data from raw suppliers

1-(7-Amino-2,3-Dihydro-Benzo[1,4]Dioxin-6-Yl)-2-Chloro-Ethanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COC2=C(O1)C=C(C(=C2)N)C(=O)CCl

Technology Process of 1-(7-Amino-2,3-dihydro-benzo[1,4]dioxin-6-YL)-2-chloro-ethanone

There total 2 articles about 1-(7-Amino-2,3-dihydro-benzo[1,4]dioxin-6-YL)-2-chloro-ethanone 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: 36.5%

chloroacetonitrile (107-14-2) + 6-amino-3,4-benzodioxane (22013-33-8) → 2'-amino-2-chloro-4',5'-(ethylenedioxy)acetophenone (149809-31-4)

Guidance literature:

With aluminium trichloride; boron trichloride; In dichloromethane; at 40 ℃; for 16h;

DOI:10.1021/jm00003a001

Reference yield:

gallium(III) trichloride + 6-amino-3,4-benzodioxane (22013-33-8) → 2'-amino-2-chloro-4',5'-(ethylenedioxy)acetophenone (149809-31-4)

Guidance literature:

With boron trichloride; In n-heptane; dichloromethane; water; 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran; chloroacetonitrile;

Reference yield: 77.2%

(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione (110351-94-5) + 2'-amino-2-chloro-4',5'-(ethylenedioxy)acetophenone (149809-31-4) → 7-(chloromethyl)-10,11-(ethylenedioxy)-(20S)-camptothecin (149882-15-5)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; at 100 ℃; for 36h;

DOI:10.1021/jm00003a001

upstream raw materials:

chloroacetonitrile

6-amino-3,4-benzodioxane

Downstream raw materials:

7-(chloromethyl)-10,11-(ethylenedioxy)-(20S)-camptothecin

lurtotecan

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