Ammonia → HCID 13578542, compound

HRID 465056Notes

Reaction equation

HRID 465056 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9]1[C:13]([Cl:14])=[CH:12][N:11]([CH3:15])[C:10]=1[C:16]([O:18]CC)=O.P(=O)(O)(O)O.N>>[Cl:14][C:13]1[C:9]2[NH:8][C:3]3[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=3[NH:1][C:16](=[O:18])[C:10]=2[N:11]([CH3:15])[CH:12]=1

Participants

4

Reactant 3

HCID 222AmmoniaHCID 1004Phosphoric AcidHCID 13578541HCID 13578541, compound

Product 1

HCID 13578542HCID 13578542, compound

Conditions

Temperature
110 °C

Procedure

A mixture of ethyl 3-[(2-aminophenyl)amino]-4-chloro-1-methyl-1H-pyrrole-2-carboxylate (27.4 g, 0.0933 mol) and 85% phosphoric acid (90 ml) is heated to 110° C. under water jet vacuum for 2 hours with stirring. While still hot, the reaction mixture is then stirred into ice water (1 liter) and adjusted to pH 6 with aqueous ammonia solution. The solid obtained (23.0 g) melted at 172°-175° C. after recrystallisation from acetonitrile.

Workup

  1. customThe solid obtained (23.0 g) melted at 172°-175° C.
  2. customafter recrystallisation from acetonitrile

Sources & evidence

ORD record
ord-db8d88cfc63c4144b961508c4904b1cd
Source dataset
uspto-grants-1985_10
Patent number
US04550107

Reaction notes

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