N-Methoxy-N-methyl-2,3-dihydrobenzo[b][1,4]dioxine-2-carboxamide

Base Information

• Chemical Name: N-Methoxy-N-methyl-2,3-dihydrobenzo[b][1,4]dioxine-2-carboxamide
• CAS No.: 848170-22-9
• Molecular Formula: C₁₁H₁₃NO₄
• Molecular Weight: 223.229
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID20459096
• Mol file: 848170-22-9.mol

Synonyms:848170-22-9;N-Methoxy-N-methyl-2,3-dihydrobenzo[b][1,4]dioxine-2-carboxamide;N-METHOXY-N-METHYL-2,3-DIHYDRO-BENZO[1,4]DIOXINE-2-CARBOXAMIDE;N-methoxy-N-methyl-2,3-dihydro-1,4-benzodioxine-3-carboxamide;N-methoxy-N-methyl-2,3-dihydro-1,4-benzodioxine-2-carboxamide;DTXSID20459096;MFCD09029998;AKOS008952721;SB38995;CS-0340551;AB01004036-01;A917639;Z55001872;F1903-0192;2,3-dihydro-benzo[1,4]dioxine-2-carboxylic acid methoxy-methyl-amide

Chemical Property of N-Methoxy-N-methyl-2,3-dihydrobenzo[b][1,4]dioxine-2-carboxamide

Chemical Property:

• PSA: 48.00000
• LogP: 0.84620
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 223.08445790
• Heavy Atom Count: 16
• Complexity: 258

Purity/Quality:

97% ^*data from raw suppliers

N-Methoxy-N-methyl-2,3-dihydro-benzo[1,4]dioxine-2-carboxamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C(=O)C1COC2=CC=CC=C2O1)OC

Technology Process of N-Methoxy-N-methyl-2,3-dihydrobenzo[b][1,4]dioxine-2-carboxamide

There total 3 articles about N-Methoxy-N-methyl-2,3-dihydrobenzo[b][1,4]dioxine-2-carboxamide 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%

1,4-benzodioxane-2-carboxylic acid (3663-80-7,34385-93-8,70918-53-5,70918-54-6) + N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) → (+/-)-N-methoxy-N-methyl-2,3-dihydro-1,4-benzodioxine-2-carboxamide (848170-22-9)

Guidance literature:

1,4-benzodioxane-2-carboxylic acid; With 1,1'-carbonyldiimidazole; In dichloromethane; at 20 ℃; for 1h;

N,O-dimethylhydroxylamine*hydrochloride; In dichloromethane; at 20 ℃; for 8h;

DOI:10.1021/jm049499o

Reference yield:

(S)‐methyl 1,4‐benzodioxane‐2‐carboxylate (650597-66-3) → (+/-)-N-methoxy-N-methyl-2,3-dihydro-1,4-benzodioxine-2-carboxamide (848170-22-9)

Guidance literature:

Multi-step reaction with 3 steps

1: hydrogenchloride / water; acetone / 18 h / 0 °C / Reflux

2: dichloromethane / 6 h / 20 °C

3: dichloromethane / 18 h / 20 °C

With hydrogenchloride; In dichloromethane; water; acetone;

DOI:10.1002/chir.22968

Reference yield:

(2,3-dihydrobenzo[b][1,4]dioxin-2-yl)(1H-imidazol-1-yl)methanone (1246188-97-5) + N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) → (+/-)-N-methoxy-N-methyl-2,3-dihydro-1,4-benzodioxine-2-carboxamide (848170-22-9)

Guidance literature:

In dichloromethane; at 20 ℃; for 18h;

DOI:10.1002/chir.22968

upstream raw materials:

1,4-benzodioxane-2-carboxylic acid

N,O-dimethylhydroxylamine*hydrochloride

(2,3-dihydrobenzo[b][1,4]dioxin-2-yl)(1H-imidazol-1-yl)methanone

(S)‐methyl 1,4‐benzodioxane‐2‐carboxylate