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Tetraethyl orthocarbonate → 9-Biphenyl-4-yl-6-methoxy-2,5-dioxa-8-thia-7-azaspiro[3.5]non-6-ene 8,8-dioxide

HRID 339896
Notes
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Reaction equation

HRID 339896 reaction equation
[C:1]1([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:6]=[CH:5][C:4]([CH:7]([C:12]2([OH:16])[CH2:15][O:14][CH2:13]2)[S:8]([NH2:11])(=[O:10])=[O:9])=[CH:3][CH:2]=1.[CH2:23]([O:25][C:26](OCC)(OCC)OCC)C>C(O)(=O)C>[C:1]1([C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH:2]=[CH:3][C:4]([CH:7]2[C:12]3([CH2:13][O:14][CH2:15]3)[O:16][C:23]([O:25][CH3:26])=[N:11][S:8]2(=[O:10])=[O:9])=[CH:5][CH:6]=1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 66213Tetraethyl orthocarbonateHCID 68359244Biphenyl-4-yl-(3-hydroxyoxetan-3-yl)methanesulfonamide

Product 1

HCID 682925669-Biphenyl-4-yl-6-methoxy-2,5-dioxa-8-thia-7-azaspiro[3.5]non-6-ene 8,8-dioxide

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
90 °C

Procedure

A mixture of 0.17 g of biphenyl-4-yl-(3-hydroxyoxetan-3-yl)methanesulfonamide in 4 ml of tetraethoxymethane and 1 ml of acetic acid was stirred at 90° C. for 3 hours. The solvent was removed under reduced pressure. This gave the crude product, which was used without further purification.

Workup

  1. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-c6b9c90066244e549bc33fd27109c190
Source dataset
uspto-grants-2014_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08895547B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes