Triethylamine → HCID 86745937, compound

HRID 893301Notes

Reaction equation

HRID 893301 reaction equation
F[P-](F)(F)(F)(F)F.N1(O[P+](N(C)C)(N(C)C)N(C)C)C2C=CC=CC=2N=N1.[C:28]1([C:34]2[C:42]3[C:37](=[CH:38][CH:39]=[CH:40][CH:41]=3)[NH:36][C:35]=2[C:43](O)=[S:44])[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1.Cl.[CH3:47][NH:48][O:49][CH3:50].C(N(CC)CC)C>CN(C)C=O>[CH3:50][O:49][N:48]([CH3:47])[C:43]([C:35]1[NH:36][C:37]2[C:42]([C:34]=1[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)=[CH:41][CH:40]=[CH:39][CH:38]=2)=[S:44]

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 81138Methanamine, N-methoxy-, hydrochloride (1:1)HCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 178526152HCID 178526152, compound

Product 1

HCID 86745937HCID 86745937, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate (1.64 g, 3.7 mmol) was added to a solution of 3-phenylthioindole-2-carboxylic acid (1.0 g, 3.7 mmol), N,O-dimethylhydroxylamine hydrochloride (0.54 g, 5.5 mmol) and triethylamine (1.5 mL, 11 mmol) in degassed dimethylformamide. The reaction was stirred at room temperature overnight. The precipitated product was filtered and the filter cake washed well with water. The solid was triturated with 30% ethyl acetate in hexane, filtered and dried at 60° C. in vacuo for 72 hours.

Workup

  1. filtrationThe precipitated product was filtered
  2. washthe filter cake washed well with water
  3. customThe solid was triturated with 30% ethyl acetate in hexane
  4. filtrationfiltered
  5. customdried at 60° C. in vacuo for 72 hours

Sources & evidence

ORD record
ord-6596022e08c046f1bc7675140dabcc58
Source dataset
uspto-grants-1992_06
Patent number
US05124327

Reaction notes

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