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Triethylamine → HCID 19020431, compound

HRID 648555
Notes
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Reaction equation

HRID 648555 reaction equation
[S:1]1[C:7]2[CH:8]=[CH:9][S:10][C:6]=2[C:5](=[S:11])[NH:4][CH2:3][CH2:2]1.S(NN=[C:24]([C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)[C:25](Cl)=[O:26])(C1C=CC(C)=CC=1)(=O)=[O:13].C(N(CC)CC)C>C(Cl)Cl>[OH-:13].[OH:26][C:25]1[N+:4]2[CH2:3][CH2:2][S:1][C:7]3[CH:8]=[CH:9][S:10][C:6]=3[C:5]=2[S:11][C:24]=1[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 11446993HCID 11446993, compoundHCID 57310872HCID 57310872, compound

Product 1

HCID 19020431HCID 19020431, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

0.6 g of 3,4-dihydro-thieno[2,3-f][1,4]thiazepine-5(2H)-thione and 1.0 g of α-(tosylhydrazono)phenylacetyl chloride were stirred for a long time in 50 ml of methylene chloride at room temperature and in the presence of 0.84 ml of triethylamine. The solvent was removed in vacuo and the residue was chromatographed on silica gel. There was obtained 5,6-dihydro-8-hydroxy-9-phenyl-thiazolo[3,2-d]thieno[2,3-f][1,4]thiazepinium hydroxide (internal salt) of m.p. 190°-195°.

Workup

  1. customThe solvent was removed in vacuo
  2. customthe residue was chromatographed on silica gel

Sources & evidence

ORD record
ord-fc73643a260545a3b82477dfc0e3461a
Source dataset
uspto-grants-1988_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04735940

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes