Ammonia → HCID 59334996, compound

HRID 1517945Notes

Reaction equation

HRID 1517945 reaction equation
[C:1]([O:5][C:6]([CH2:8][N:9]([S:23]([C:26]1[CH:31]=[C:30]([Cl:32])[CH:29]=[C:28]([Cl:33])[CH:27]=1)(=[O:25])=[O:24])[C:10]1[CH:22]=[CH:21][C:13]2[S:14][C:15]([C:17](OC)=[O:18])=[CH:16][C:12]=2[CH:11]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[NH3:34]>>[C:1]([O:5][C:6](=[O:7])[CH2:8][N:9]([C:10]1[CH:22]=[CH:21][C:13]2[S:14][C:15]([C:17](=[O:18])[NH2:34])=[CH:16][C:12]=2[CH:11]=1)[S:23]([C:26]1[CH:31]=[C:30]([Cl:32])[CH:29]=[C:28]([Cl:33])[CH:27]=1)(=[O:25])=[O:24])([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 222AmmoniaHCID 59334908HCID 59334908, compound

Product 1

HCID 59334996HCID 59334996, compound

Procedure

250 mg methyl 5-[tert-butoxycarbonylmethyl-(3,5-dichloro-phenylsulphonyl)-amino]-benzo[b]thiophen-2-carboxylate are dissolved in 30 ml ammonia-saturated methanol and stirred for 24 hours at ambient temperature. Then the solution is heated to 80° C. in a pressurised vessel for 8 hours. Then the solvent is eliminated in vacuo and the residue is extracted from diisopropylether. The product thus obtained is chromatographed on silica gel with cyclohexane/ethyl acetate (9:1 to 1:4).

Workup

  1. temperatureThen the solution is heated to 80° C. in a pressurised vessel for 8 hours
  2. extractionthe residue is extracted from diisopropylether
  3. customThe product thus obtained
  4. customis chromatographed on silica gel with cyclohexane/ethyl acetate (9:1 to 1:4)

Sources & evidence

ORD record
ord-1a0f09668124451ba8dc30145843873a
Source dataset
uspto-grants-2012_07
Patent number
US08232312B2

Reaction notes

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