Water → HCID 178511887, compound

HRID 2296612Notes

Reaction equation

HRID 2296612 reaction equation
[O:1]1[C:7]2[CH:8]=[CH:9][C:10]([NH2:12])=[CH:11][C:6]=2[CH2:5][NH:4][CH2:3][CH2:2]1.I.[S:14]1[CH:18]=[CH:17][CH:16]=[C:15]1[C:19](SC)=[NH:20].O>CN(C=O)C>[O:1]1[C:7]2[CH:8]=[CH:9][C:10]([NH:12][C:19]([C:15]3[S:14][CH:18]=[CH:17][CH:16]=3)=[NH:20])=[CH:11][C:6]=2[CH2:5][NH:4][CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 962Water2×HCID 18387485HCID 18387485, compoundHCID 66704664Methyl thiophene-2-carbimidothioate hydroiodide

Product 1

HCID 178511887HCID 178511887, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
50 °C

Procedure

To 2,3,4,5-tetrahydro-1,4-benzoxazepin-7-ylamine (3.67 g, 18 mmol) in DMF (60 ml) was added 2-thiophenecarboximidothioic acid, methyl ester, hydroiodide (5.52 g, 19 mmol). The mixture was heated to 50° C. for 24 h. The mixture was poured into water (50 ml), then basic water (150 ml) and was allowed to stir for 1 h. The solids were collected by filtration. The solid was dissolved in hot ethyl acetate, filtered, and diluted with hexane. The solids were collected by filtration (3.13 g, 64%), MS m/Z 274 [M+H]+.

Workup

  1. filtrationThe solids were collected by filtration
  2. dissolutionThe solid was dissolved in hot ethyl acetate
  3. filtrationfiltered
  4. additiondiluted with hexane
  5. filtrationThe solids were collected by filtration (3.13 g, 64%), MS m/Z 274 [M+H]+

Sources & evidence

ORD record
ord-05cb33579dfe48a98ddf3334eab1d45f
Source dataset
uspto-grants-2002_12
Patent number
US06489322B1

Reaction notes

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