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Hydrochloric Acid → 1-Methoxycarbonyl-3-(2-aminophenyl)thiourea hydrochloride

HRID 1415622
Notes
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Reaction equation

HRID 1415622 reaction equation
[ClH:1].[CH3:2][O:3][C:4]([NH:6][C:7]([NH:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[NH2:16])=[S:8])=[O:5]>O1CCOCC1>[ClH:1].[CH3:2][O:3][C:4]([NH:6][C:7]([NH:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[NH2:16])=[S:8])=[O:5]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 3032830Thiophamine

Product 1

HCID 214830681-Methoxycarbonyl-3-(2-aminophenyl)thiourea hydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
25 °C

Procedure

Concentrated hydrochloric acid (3 ml) was added dropwise to a stirred suspension of 1-methoxycarbonyl-3-(2-aminophenyl)thiourea in dry dioxan (75 ml), the temperature of the reaction mixture being maintained at 20°-25° C. during the addition by slight external cooling. The clear solution obtained was stirred for a further 30 minutes at 25° C. during which time a solid separated. This was filtered off, washed with acetone and recrystallised from ethanol to give 1-methoxycarbonyl-3-(2-aminophenyl)thiourea hydrochloride (5.1 g), m.p. 176°-178° C. (with decomposition).

Workup

  1. temperaturethe temperature of the reaction mixture being maintained at 20°-25° C. during the addition by slight external cooling
  2. customThe clear solution obtained
  3. customseparated
  4. filtrationThis was filtered off
  5. washwashed with acetone
  6. customrecrystallised from ethanol

Sources & evidence

ORD record
ord-5a5684de4e4047809237ad991e3d141a
Source dataset
uspto-grants-1977_01
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04005217

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes