Dimethylformamide → HCID 20492177, compound

HRID 224636Notes

Reaction equation

HRID 224636 reaction equation
P(Cl)(Cl)(Cl)=O.[O:6]1[CH:10]=[CH:9][CH:8]=[C:7]1[CH2:11][S:12][CH2:13][CH2:14][N:15]1[C:23](=[O:24])[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[C:16]1=[O:25].CN(C)[CH:28]=[O:29]>>[CH:28]([C:10]1[O:6][C:7]([CH2:11][S:12][CH2:13][CH2:14][N:15]2[C:23](=[O:24])[C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[C:16]2=[O:25])=[CH:8][CH:9]=1)=[O:29]

Participants

4

Reactant 3

HCID 6228DimethylformamideHCID 24813Phosphorus oxychlorideHCID 132542762-(2-{[(Furan-2-yl)methyl]sulfanyl}ethyl)-1H-isoindole-1,3(2H)-dione

Product 1

HCID 20492177HCID 20492177, compound

Conditions

Temperature
0 °C

Procedure

Phosphorus oxychloride (6.4 g) was added to a stirred solution of 2-[2-[(2-furanylmethyl)thio]ethyl]-1H-isoindole-1,3(2H)-dione (6.0 g) in dry dimethylformamide. After stirring for 2 hr at 0° C. and at room temperature for 12 hr, the mixture was poured into stirred ice-cold water (500 ml). The precipitated solid was collected and crystallised from propan-2-ol yielding the title compound as brown micro-needles (5.6 g) m.p. 77°-79°.

Workup

  1. additionthe mixture was poured
  2. customThe precipitated solid was collected
  3. customcrystallised from propan-2-ol yielding the title compound as brown micro-needles (5.6 g) m.p. 77°-79°

Sources & evidence

ORD record
ord-80b52ecb162e4b3ab7cc934567665146
Source dataset
uspto-grants-1980_11
Patent number
US04233302

Reaction notes

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