Dimethylamine → HCID 13726415, compound

HRID 236209Notes

Reaction equation

HRID 236209 reaction equation
[CH3:1][NH:2][CH3:3].Cl[CH2:5][CH2:6][CH:7]1[CH2:13][N:12]([CH3:14])[C:11](=[S:15])[C:10]2[CH:16]=[C:17]([N+:20]([O-:22])=[O:21])[CH:18]=[CH:19][C:9]=2[O:8]1>>[CH3:1][N:2]([CH3:3])[CH2:5][CH2:6][CH:7]1[CH2:13][N:12]([CH3:14])[C:11](=[S:15])[C:10]2[CH:16]=[C:17]([N+:20]([O-:22])=[O:21])[CH:18]=[CH:19][C:9]=2[O:8]1

Participants

3

Reactant 2

HCID 674DimethylamineHCID 13726304HCID 13726304, compound

Product 1

HCID 13726415HCID 13726415, compound

Procedure

To 50 ml of freshly collected dimethylamine was added 4.25 g (0.014 mole) of 2-(2-chloroethyl)-2,3-dihydro-4-methyl-7-nitro-1,4-benzoxazepine-5(4H)-thione. The reaction flask was sealed tightly and allowed to stand at room temperature for 6 days. The dimethylamine was evaporated at room temperature. The solid residue was taken up in methylene chloride, washed twice with 1N hydroxide and once with water, dried over sodium sulfate, filtered and concentrated by rotary evaporation. Approximately 0.8 g of the crude oil solid residue was triturated with isopropyl/ether to give the crystalline free base, m.p. 104°-109° C.

Workup

  1. customThe reaction flask was sealed tightly
  2. customThe dimethylamine was evaporated at room temperature
  3. washwashed twice with 1N hydroxide and once with water
  4. dry with materialdried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated by rotary evaporation
  7. customApproximately 0.8 g of the crude oil solid residue was triturated with isopropyl/ether
  8. customto give the crystalline free base, m.p. 104°-109° C.

Sources & evidence

ORD record
ord-959957dfc3d9445aad943c4016dffc07
Source dataset
uspto-grants-1987_02
Patent number
US04642343

Reaction notes

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