Ammonia → HCID 21712703, compound

HRID 650610Notes

Reaction equation

HRID 650610 reaction equation
[ClH:1].[CH2:2]([O:4][C:5]([CH:7]1[CH2:20][C:11]2[S:12][C:13]([C:15](OCC)=[NH:16])=[CH:14][C:10]=2[CH2:9][CH2:8]1)=[O:6])[CH3:3].[NH3:21]>CCO>[ClH:1].[C:15]([C:13]1[S:12][C:11]2[CH2:20][CH:7]([C:5]([O:4][CH2:2][CH3:3])=[O:6])[CH2:8][CH2:9][C:10]=2[CH:14]=1)(=[NH:16])[NH2:21]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 21712699HCID 21712699, compound

Product 1

HCID 21712703HCID 21712703, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

6-Ethoxycarbonyl-2-(1-ethoxy-1-iminomethyl)-4,5,6,7-tetrahydrobenzo[b]thiophene hydrochloride (1.51 g), 2.7 N ethanol solution of ammonia (1.41 ml) and EtOH (5 ml) was stirred at reflux for 4 hours. After evaporation, the resulting oil was purified by chromatography on silica gel (CHCl3-MeOH as eluent), and subsequently washed with Et2O to give 2-amidino-6-ethoxycarbonyl-4,5,6,7-tetrahydrobenzo[b]thiophene hydrochloride (1.20 g).

Workup

  1. temperatureat reflux for 4 hours
  2. customAfter evaporation
  3. customthe resulting oil was purified by chromatography on silica gel (CHCl3-MeOH as eluent)
  4. washsubsequently washed with Et2O

Sources & evidence

ORD record
ord-6d4167ba14304da486147e4c785493a4
Source dataset
uspto-grants-2001_08
Patent number
US06274619B1

Reaction notes

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