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Tetrahydrofuran → 1-(5-Bromofurylideneamino)-2-oxo-imidazolidine

HRID 25925
Notes
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Reaction equation

HRID 25925 reaction equation
[Br:1][C:2]1[O:3][C:4](C=O)=[CH:5][CH:6]=1.C1COCC1.Cl.[NH2:15][N:16]1[CH2:20][CH2:19][NH:18][C:17]1=[O:21].[OH-].[Na+]>O>[Br:1][C:2]1[O:3][C:4](=[N:15][N:16]2[CH2:20][CH2:19][NH:18][C:17]2=[O:21])[CH2:5][CH:6]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 4

HCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 6003285-Bromofuran-2-carbaldehydeHCID 192616781-Amino-2-imidazolidinone hydrochloride

Product 1

HCID 705718141-(5-Bromofurylideneamino)-2-oxo-imidazolidine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

33.5 pts. by wt. of 2-bromofuran-5-aldehyde, dissolved in 100 pts. by vol. of THF, are added to a solution of 1-amino-2-oxo-imidazolidine hydrochloride in 350 pts. by vol. of water, which has been adjusted to pH 5 with sodium hydroxide solution, and the mixture is stirred overnight. The precipitate is filtered off, washed with water and recrystallised from methanol. 30.0 pts. by wt. of 1-(5-bromofurylideneamino)-2-oxo-imidazolidine of dec. pt. 153°-158° C. are obtained.

Workup

  1. filtrationThe precipitate is filtered off
  2. washwashed with water
  3. customrecrystallised from methanol

Sources & evidence

ORD record
ord-5fe05e38426c4bce8f418d26222a5c9f
Source dataset
uspto-grants-1979_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04147693

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes