N-(2,3,5,6-Tetrafluoro-4-azidophenyl)-2-chloroacetamide

Base Information

Chemical Name:N-(2,3,5,6-Tetrafluoro-4-azidophenyl)-2-chloroacetamide
CAS No.:294187-81-8
Molecular Formula:C₈H₃ClF₄N₄O
Molecular Weight:282.585
Hs Code.:
DSSTox Substance ID:DTXSID901203232
Nikkaji Number:J1.407.533J

Synonyms:DTXSID901203232;N-(2,3,5,6-Tetrafluoro-4-azidophenyl)-2-chloroacetamide;N-(4-azido-2,3,5,6-tetrafluorophenyl)-2-chloroacetamide;294187-81-8

Suppliers and Price of N-(2,3,5,6-Tetrafluoro-4-azidophenyl)-2-chloroacetamide

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of N-(2,3,5,6-Tetrafluoro-4-azidophenyl)-2-chloroacetamide

Chemical Property:

XLogP3:3.1
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:3
Exact Mass:281.9931511
Heavy Atom Count:18
Complexity:351

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:C(C(=O)NC1=C(C(=C(C(=C1F)F)N=[N+]=[N-])F)F)Cl

Technology Process of N-(2,3,5,6-Tetrafluoro-4-azidophenyl)-2-chloroacetamide

There total 8 articles about N-(2,3,5,6-Tetrafluoro-4-azidophenyl)-2-chloroacetamide 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: 79.0%

: 79-04-9
chloroacetyl chloride

: 294187-78-3
p-azidotetrafluoroaniline

: 294187-81-8
4-(N-(chloroacetyl)amino)tetrafluorophenyl azide

Guidance literature:: With 2,3,5-trimethyl-pyridine; In ethyl acetate; at 20 ℃; for 6h;
DOI:10.1021/jo000402p

Reference yield:

: 36629-42-2
methyl pentafluorobenzoate

: 294187-81-8
4-(N-(chloroacetyl)amino)tetrafluorophenyl azide

Guidance literature:: Multi-step reaction with 7 steps

1: 96 percent / NaN₃ / acetone; H₂O / 16 h / Heating

2: 98 percent / aq. NaOH / methanol / 25 °C

3: 100 percent / PCl₅ / diethyl ether / 1 h / 20 °C

4: sodium azide / acetone; H₂O / 0.25 h / 0 °C

5: 92 percent / benzene / 7 h / 70 °C

6: 86 percent / trifluoroacetic acid / CH₂Cl₂ / 0 - 20 °C

7: 79 percent / collidine / ethyl acetate / 6 h / 20 °C

With 2,3,5-trimethyl-pyridine; sodium hydroxide; sodium azide; phosphorus pentachloride; trifluoroacetic acid; In methanol; diethyl ether; dichloromethane; water; ethyl acetate; acetone; benzene; 1: Substitution / 2: Hydrolysis / 3: Substitution / 4: Substitution / 5: Rearrangement / 6: Hydrolysis / 7: Acylation;
DOI:10.1021/jo000402p

Reference yield:

: 122590-75-4
methyl 4-azidotetrafluorobenzoate

: 294187-81-8
4-(N-(chloroacetyl)amino)tetrafluorophenyl azide

Guidance literature:: Multi-step reaction with 6 steps

1: 98 percent / aq. NaOH / methanol / 25 °C

2: 100 percent / PCl₅ / diethyl ether / 1 h / 20 °C

3: sodium azide / acetone; H₂O / 0.25 h / 0 °C

4: 92 percent / benzene / 7 h / 70 °C

5: 86 percent / trifluoroacetic acid / CH₂Cl₂ / 0 - 20 °C

6: 79 percent / collidine / ethyl acetate / 6 h / 20 °C

With 2,3,5-trimethyl-pyridine; sodium hydroxide; sodium azide; phosphorus pentachloride; trifluoroacetic acid; In methanol; diethyl ether; dichloromethane; water; ethyl acetate; acetone; benzene; 1: Hydrolysis / 2: Substitution / 3: Substitution / 4: Rearrangement / 5: Hydrolysis / 6: Acylation;
DOI:10.1021/jo000402p