Dimethylformamide → HCID 178512778, compound

HRID 267768Notes

Reaction equation

HRID 267768 reaction equation
[OH:1][C:2]1([CH2:13][NH2:14])[CH2:8][O:7][C:6]2[CH:9]=[CH:10][CH:11]=[CH:12][C:5]=2[O:4][CH2:3]1.[S:15]([OH:19])([OH:18])(=[O:17])=[O:16].CS[C:22](=[NH:24])[NH2:23].CN(C)C=O>O>[S:15]([OH:19])([OH:18])(=[O:17])=[O:16].[OH:1][C:2]1([CH2:13][NH:14][C:22]([NH2:24])=[NH:23])[CH2:3][O:4][C:5]2[CH:12]=[CH:11][CH:10]=[CH:9][C:6]=2[O:7][CH2:8]1

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 752702-Methyl-2-thiopseudourea sulfateHCID 155572973-(aminomethyl)-3,4-dihydro-2H-1,5-benzodioxepin-3-ol

Product 1

HCID 178512778HCID 178512778, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

3-hydroxy-3-aminomethyl-3,4-dihydro-2H-1,5-benzodioxepin from Example 1, Step E, (1.95 g., 10 millimoles) and 2.78 g. (10 millimoles) of S-methylisothiourea sulfate in 15 mls. of dimethylformamide and 2 mls. of water is heated at 90°-100° C. for 5 hours. The solvent is evaporated in vacuo and the residue recrystallized from ethanol to give 3-hydroxy-3-guanidinomethyl-3,4-dihydro-2H-1,5-benzodioxepin sulfate.

Workup

  1. customThe solvent is evaporated in vacuo
  2. customthe residue recrystallized from ethanol

Sources & evidence

ORD record
ord-c8e57c340db2440893cde78b55745a92
Source dataset
uspto-grants-1976_03
Patent number
US03944560

Reaction notes

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