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1,3-(Dihexyl)thiourea → 4-(4-Chloro-3-sulfamoylphenyl)-3-n-hexyl-2-n-hexylimino-1,3-thiazolidine-4-ol-hydrochloride

HRID 1703856
Notes
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Reaction equation

HRID 1703856 reaction equation
[Cl:1][CH2:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([Cl:11])=[C:7]([S:12](=[O:15])(=[O:14])[NH2:13])[CH:6]=1)=[O:4].[CH2:16]([NH:22][C:23]([NH:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31])=[S:24])[CH2:17][CH2:18][CH2:19][CH2:20][CH3:21]>>[ClH:1].[Cl:11][C:8]1[CH:9]=[CH:10][C:5]([C:3]2([OH:4])[CH2:2][S:24][C:23](=[N:22][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])[N:25]2[CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31])=[CH:6][C:7]=1[S:12](=[O:15])(=[O:14])[NH2:13]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 28012081,3-(Dihexyl)thioureaHCID 213167492,4'-Dichloro-3'-sulfamoylacetophenone

Product 1

HCID 227605374-(4-Chloro-3-sulfamoylphenyl)-3-n-hexyl-2-n-hexylimino-1,3-thiazolidine-4-ol-hydrochloride

Procedure

5.2 g of 2,4'-dichloro-3'-sulfamoylacetophenone and 4.8 g of 1,3-di-n-hexyl-thiourea were reacted according to the prescription given in Example 12, the end product was precipitated with diethyl ether and the remaining oil was treated with cyclohexane. Colorless, amorphous solid body: decomposition beginning at 75° C., γ C=N 1615 cm-1.

Workup

  1. customthe end product was precipitated with diethyl ether
  2. additionthe remaining oil was treated with cyclohexane
  3. custom
beginning at 75° C.

Sources & evidence

ORD record
ord-6e81d5a1aa064cc7b2946063bac49d3f
Source dataset
uspto-grants-1978_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04125614

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes