Methylhydrazine → HCID 13854085, compound

HRID 256071Notes

Reaction equation

HRID 256071 reaction equation
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH:6]1[CH2:12][N:11]([CH2:13][C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])[C:10](=[O:21])[CH:9]([N:22]2C(=O)C3=CC=CC=C3C2=O)[CH2:8][S:7]1.CNN>>[NH2:22][CH:9]1[CH2:8][S:7][CH:6]([C:2]2[O:1][CH:5]=[CH:4][CH:3]=2)[CH2:12][N:11]([CH2:13][C:14]([O:16][C:17]([CH3:19])([CH3:18])[CH3:20])=[O:15])[C:10]1=[O:21]

Participants

3

Reactant 2

HCID 6061MethylhydrazineHCID 13854084t-Butyl alpha-[2-(2-furyl)-5-oxo-6-phthalimidoperhydro-1,4-thiazepin-4-yl]acetat

Product 1

HCID 13854085HCID 13854085, compoundYield 74%

Procedure

Following the procedure described in Example 42(g), 0.85 g of t-butyl α-[2-(2-furyl)-5-oxo-6-phthalimidoperhydro-1,4-thiazepin-4-yl]acetate [prepared as described in step (e) above] was dephthaloylized by treatment with methylhydrazine, to afford a crude product, which was purified by silica gel column chromatography. From the fraction eluted with a 1:1:8 by volume mixture of methanol, cyclohexane and ethyl acetate was obtained 0.45 g of the title compound as crystals, melting at 90°-92° C.

Workup

  1. customto afford a crude product, which
  2. customwas purified by silica gel column chromatography
  3. washFrom the fraction eluted with a 1:1:8 by volume mixture of methanol, cyclohexane

Sources & evidence

ORD record
ord-cfa2086db9614c1c9c9161a8a8cc5871
Source dataset
uspto-grants-1987_10
Patent number
US04699905

Reaction notes

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