Dimethylformamide → HCID 54013316, compound

HRID 1088746Notes

Reaction equation

HRID 1088746 reaction equation
C(C[C:5]1[CH:6]=[C:7]([CH:13]=[CH:14][CH:15]=1)[CH:8]=[CH:9][C:10]([OH:12])=[O:11])(O)=O.C[N:17](C)[CH:18]=[O:19]>N>[NH2:17][C:18]([C:5]1[CH:6]=[C:7]([CH:13]=[CH:14][CH:15]=1)[CH:8]=[CH:9][C:10]([OH:12])=[O:11])=[O:19]

Participants

4

Reactant 2

HCID 6228DimethylformamideHCID 54320458HCID 54320458, compound

Product 1

HCID 54013316HCID 54013316, compound

Reagents, catalysts & solvents 1

HCID 222AmmoniaSolvent

Procedure

A solution of 3-carboxymethylcinnamic acid (427 g) (Example 2(a)) in dimethyl formamide (4.25 1) and aqueous ammonia (specific gravity 0.88, 8.5 1) was stored at room temperature for 4 days, concentrated to ca 11 1, and then treated with ice (8 kg) and concentrated hydrochloric acid (1 1). The precipitated title product was washed with water and dried, m.p. >260° C.

Workup

  1. concentrationconcentrated to ca 11 1
  2. additiontreated with ice (8 kg) and concentrated hydrochloric acid (1 1)
  3. customThe precipitated title product
  4. washwas washed with water
  5. customdried

Sources & evidence

ORD record
ord-64526c55d8a34a0c9e1d49ef576fcbba
Source dataset
uspto-grants-1990_10
Patent number
US04963578

Reaction notes

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